Category: 76176-87-9

76176-87-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

Inermediate AU: (c/s)-5-lodo-7-[3-(1 -oxo-thiomorpholin-4-ylmethyl)-cyclobutyl]-7H- pyrrolo[2,3-d]pyrimidin-4-ylamineTo the stirred solution of (c/s)-[3-(4-amino-5-iodo-pyrrolo [2,3-d]pyrimidin-7-yl)-cyclobutyl] methanol (Intermediate J: 348 mg, 1.0 mmol) and acetonitrile (70 mL) was added IBX (Atlantic SciTech 86900: 561 mg, 2.0 mmol, 2 eq). The reaction mixture was stirred for 1 hour at 80 C. The reaction mixture was filtered at 40 C and the filtrate was concentrated. To the residue was added subsequently DCM (50 mL), ethyl-diisopropyl-amine (3.43 mL, 20 mmol, 20 eq), 1 -oxide thiomorpholin hydrochloride (312 mg, 2.0 mmol, 2 eq) and sodium triacetox- yborohydride (637 mg, 3.0 mmol, 3 eq) with stirring at room temperature. The reaction mixture was stirred for 1 hour at ro temperature and then partitioned between NaHC03 1 M and EtOAc. The combined organic layers were washed with water and brine, dried (Na2S04), filtered and concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 200:20: 1 ) to afford the title compound as pale yellow crystals: HPLC/MS (Method Z) tR 0.92 minutes, M+H 446.2. TLC; Rf = 0.26 (DCM/MeOH/NH3aq, 200:20:1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine-1-oxide hydrochloride, 76176-87-9

Reference£º
Patent; NOVARTIS AG; IRM LLC, a Delaware Limited Liability Company; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; VAUPEL, Andrea; WO2011/64211; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

76176-87-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

To the stirred solution of 3-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclobutanone (Intermediate BG; 680 mg, 2.05 mmol), 1.2-dichloroethane (55 ml) and diisopropylethylamine (1.79 ml, 10.25 mmol) was subsequently added 1-oxo-thiomorpholine hydrochloride (638 mg, 4.10 mmol) and sodium triacetoxyborohydride (652 mg, 3.08 mmol) at 0 C. The reaction mixture was stirred for 1 h at room temperature and then poured into the stirred mixture of water (150 ml) and EtOAc (150 ml). The precipitate was filtered and washed with water and EtOAc. The solid collected was dried in vacuo to afford the title compound as beige crystals. HPLC-MS: M+H = 432.1 (R, = 0.43); TLC; Rf = 0 36 (DCM/MeOH/NH3aq, 200:20:1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine-1-oxide hydrochloride, 76176-87-9

Reference£º
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

It is a common heterocyclic compound, the Thiomorpholine compound, Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9 its synthesis route is as follows.

A solution of lambda/-(7-chloro-2-methylpyrazolo[l,5-alpha]pyrimidin-5-yl)-4-(2- hydroxypropan-2-yl)benzamide (2F, 52 mg, 0.151 mmol), thiomorpholine-iS’-oxide hydrochloride (91 mg, 0.557 mmol), and JV,jV-diisopropylethylamine (79 mg, 0.467 mmol) in DMF (1.11 mL) was stirred at 100 0C for 3.5h. After cooling to room temperature, the mixture was diluted with methanol, and was then purified by preparatory HPLC (25-30% MeCNZH2O gradient + 0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (29.3 mg, 24%). 1H NMR (400 MHz, DMSO-J6) delta ppm 1.45 (s, 6 H), 2.39 (s, 3 H), 2.93 (dd, J=12.13, 1.77 Hz, 2 H), 3.09 – 3.22 (m, 2 H), 3.99 – 4.09 (m, 2 H), 4.40 (d, J=14.40 Hz, 2 H), 6.19 (s, 1 H), 7.43 (s, 1 H), 7.60 (d, J=8.59 Hz, 2 H), 8.00 (d, J=8.59 Hz, 2 H), 10.89 (s, 1 H); ESI-MS: m/z 428.3 (M+H)+.

76176-87-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,76176-87-9 ,Thiomorpholine-1-oxide hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/123986; (2009); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine-1-oxide hydrochloride, and cas is 76176-87-9, its synthesis route is as follows.

Example 1.048-[l-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-6-[(l-oxidothiomorpholin-4- yl)carbonyl] -4H-chromen-4-oTBTU (176 mg, 0.55 mmol) was added in one portion to a stirred solution of 8-(l-(3,5- difluorophenyl)pyrrolidin-2-yl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (125 mg, 0.27 mmol) and DIPEA (0.286 mL, 1.64 mmol) at room temperature and stirred for 2.5 h. Thiomorpholine 1 -oxide hydrochloride (85 mg, 0.55 mmol) was added to the reaction mixture and stirring was continued for 3 h. The reaction mixture was diluted with DCM, washed with water, brine, dried over MgSC^ and concentrated. The residue was purified by preparative HPLC. The fractions were evaporated to dryness, the residue was dissolved in DCM, dried over MgSC^ and concentrated. The remaining solid was triturated with diethyl ether, filtered, washed with diethyl ether and dried under vacuum at 50C to afford 8-[l-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-6-(l-oxo-l,4- thiazinane-4-carbonyl)chromen-4-one (87 mg, 57%) as a pale beige solid.Mass Spectrum: m/z [M+H]+ = 558.Proton NMR Spectrum : (DMSO-d6) 1.75-1.86 (m, 1H), 1.98-2.08 (m, 2H), 2.14 (bs, 0.5H), 2.51-2.58 (m partially hidden by DMSO-d5, 1H), 2.64 (bs, 1H), 2.81 (bs, 1.5H), 2.98 (bs, 1H), 3.27 (bs, 1H), 3.40 (bs, 1H), 3.49-3.65 (m, 5H), 3.64-3.83 (m, 6H), 4.21 (bs, 0.5H), 4.34 (bs, 0.5H), 5.25 (d, 1H), 5.62 (s, 1H), 6.13 (d, 2H), 6.34 (t, 1H), 7.18 (s, 1H), 7.87 (d, 1H)

76176-87-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,76176-87-9 ,Thiomorpholine-1-oxide hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BARLAAM, Bernard, Christophe; DEGORCE, Sebastien Louis; LAMBERT-VAN DER BREMPT, Christine Marie Paul; LOHMANN, Jean-Jacques Marcel; PLE, Patrick; WO2012/140419; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

76176-87-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

To a solution of thiomorpholine 1-oxide hydrochloride (340 mg) and triethylamine (0.31 mL) in N,N-dimethylformamide (25 mL) were added [2-(7-ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid (500 mg), 1-hydroxybenzotriazole (300 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (420 mg) under ice-cooling, and the mixture was stirred under ice-cooling and then at room temperature for 15 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:methanol = 100:0 to 80:20, volume ratio), and the obtained pale-yellow crystals were recrystallized from tetrahydrofuran-ethyl acetate to give the title compound (354 mg, yield 58%) as colorless crystals. melting point 194-196C. MS 561 (MH+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine-1-oxide hydrochloride, 76176-87-9

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2371826; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

76176-87-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6-chloro-3-pyridazinecarboxaldehyde (1) (502 mg, 3.52 mmol, 1.0 eq) in 1 ,2-dichloroethane (4 ml_) was added NaOAc (722 mg, 8.80 mmol, 2.5 eq) followed by CH2CI2 (2 ml_) and thiomorpholine-1 -oxide hydrochloride (2) (1.37 g, 8.80 mmol, 2.5 eq). The mixture was stirred for 10 min before the addition of NaBH(OAc)3 (1.12 g, 5.28 mmol, 1.5 eq) then stirred for 4 h at room temperature. The reaction was quenched with 1 M NaOH (5 ml_) and the resulting mixture was poured into H20 (10 ml_) and extracted with CH2CI2 (10 ml_) then EtOAc (2 x 10 ml_). The combined organic extracts were dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel chromatography using CH2CI2/MeOH (1 :0-19: 1 ) yielded intermediate 3 as an off- white solid (408 mg, 47%). (1335) LCMS (ES): Found 245.9 [M+Hf. (1336) 1H NMR (300MHz, DMSO-cf6), d: 7.91 (d, J=8.9 Hz, 1 H), 7.81 (d, J=8.9 Hz, 1 H), 3.89 (s, 2H), 2.82-3.04 (m, 4H), 2.59-2.79 (m, 4H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine-1-oxide hydrochloride, 76176-87-9

Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine-1-oxide hydrochloride, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 76176-87-9, its synthesis route is as follows.

To Intermediate 6 (2.77 g, 8.7 mmol, 1 eq), 1AI-thiomorpholin-1-one hydrochloride (1.62 g, 10.4 mmol, 1.2 eq) and NaOAc (853 mg, 10.4 mmol, 1.2eq) in anhydrous CH2CI2 (200 mL) was added NaBH(OAc)3 (2.94 g, 13.9 mmol,1 .6 eq). The reaction mixture was stirred at rt overnight. Then, it was partitioned with 1 N NaOH (50 mL) and H20 (50 mL), and extracted with CH2CI2 (3 x 20 mL). The combined organic extracts were dried over MgSO4, filtered and the solvent was removed in vacuo. Purification by silica gel column chromatography withEtOAc/MeOH (1:0-9:1), then CH2CI2/MeOH (1:0-4:1) yielded Intermediate 8 asa white solid (2.48 g, 68%).1H NMR (300MHz, DMSO-d5) oH. 8.62 (d, J=2.lHz, 1H), 8.51 (d, J=2.3Hz, 1H),4.00 (m, 4H), 3.74-3.84 (m, 6H), 2.83-3.00 (m, 4H), 2.61-2.81 (m, 4H).MS (ESj 422.1 (100%, [M+H]j.

76176-87-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,76176-87-9 ,Thiomorpholine-1-oxide hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; SILVA, Franck Alexandre; CECIL, Alexander Richard Liam; ALEXANDER, Rikki Peter; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; (123 pag.)WO2017/29521; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

76176-87-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

5.40 3-{1-OXO-4-[4-(1-OXO-THIOMORPHOLIN-4-YLMETHYL)-BENZYLOXY]-1,3-DIHYDRO-ISOINDOL-2-YL}-PIPERIDINE-2,6-DIONE In a 20-mL reaction vial, N,N-diisopropylethylamine (0.197 mL, 1.128 mmol) was added to a suspension of 1-oxo-thiomorpholine hydrochloride (97 mg, 0.620 mmol) in MeCN (5 mL). The mixture was sonicated at room temperature to break up solid. Upon full dissolution of the, 3-(4-(4-(bromomethyl)benzyloxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (250 mg, 0.564 mmol) was added to the solution in one portion and the resulting mixture was stirred at room temperature. After about 1 hour, MeCN (~5 mL) was added to improve stirring. The mixture was stirred for another 4 hours at room temperature and then diluted with EtOAc (15 mL). The slurry was stirred for a few minutes then filtered on a fine-pore filter funnel with suction. The cake was washed with a small portion of EtOAc (~5 mL), suction dried, and then dried further in vacuum oven at 40 C. to give 3-{1-oxo-4-[4-(1-oxo-thiomorpholin-4-ylmethyl)-benzyloxy]-1,3-dihydro-isoindol-2-yl}-piperidine-2,6-dione as a white solid (110 mg, 40% yield): HPLC: Waters Symmetry C18, 5 mum, 3.9*150 mm, 1 ml/min, 240 nm, 15/85 CH3CN/0.1% H3PO4, 4.25 min (98.9%); mp: 170-172 C., 1H NMR (DMSO-d6) delta 1.90-2.05 (m, 1H, CHH), 2.36-2.47 (m, 1H, CHH), 2.53-2.66 (m, 3H, CH2, CHH), 2.66-2.77 (m, 2H, CH2), 2.79-3.01 (m, 5H, CH2, CH2, CHH), 3.57 (s, 2H, CH2), 4.25 (d, J=17.6 Hz, 1H, CHH), 4.42 (d, J=17.6 Hz, 1H, CHH), 5.11 (dd, J=5.1, 13.2 Hz, 1H, CH), 5.23 (s, 2H, CH2), 7.26-7.39 (m, 4H, Ar), 7.40-7.54 (m, 3H, Ar), 10.97 (s, 1H, NH); 13C NMR (DMSO-d6) delta 22.33, 31.16, 43.56, 45.07, 45.51, 51.55, 61.15, 69.36, 114.96, 115.22, 127.67, 128.92, 129.80, 129.95, 133.28, 135.38, 137.67, 153.48, 167.97, 170.96, 172.81; LC/MS M+H=482; Anal Calcd for C25H27N3O5S+1.0 H2O: C, 60.10; H, 5.85; N, 8.41; S, 6.42. Found: C, 59.94; H, 5.52; N, 8.26; S, 6.45.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine-1-oxide hydrochloride, 76176-87-9

Reference£º
Patent; Man, Hon-Wah; Muller, George W.; Ruchelman, Alexander L.; Khalil, Ehab M.; Chen, Roger Shen-Chu; Zhang, Weihong; US2011/196150; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine-1-oxide hydrochloride, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 76176-87-9, its synthesis route is as follows.

TBTU (176 mg, 0.55 mmol) was added in one portion to a stirred solution of 8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (125 mg, 0.27 mmol) and DIPEA (0.286 mL, 1.64 mmol) at room temperature and stirred for 2.5 h. Thiomorpholine 1-oxide hydrochloride (85 mg, 0.55 mmol) was added to the reaction mixture and stirring was continued for 3 h. The reaction mixture was diluted with DCM, washed with water, brine, dried over MgSO4 and concentrated. The residue was purified by preparative HPLC. The fractions were evaporated to dryness, the residue was dissolved in DCM, dried over MgSO4 and concentrated. The remaining solid was triturated with diethyl ether, filtered, washed with diethyl ether and dried under vacuum at 50 C. to afford 8-[1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-6-(1-oxo-1,4-thiazinane-4-carbonyl)chromen-4-one (87 mg, 57%) as a pale beige solid.Mass Spectrum:m/z [M+H]+=558.Proton NMR Spectrum:(DMSO-d6) 1.75-1.86 (m, 1H), 1.98-2.08 (m, 2H), 2.14 (bs, 0.5H), 2.51-2.58 (m partially hidden by DMSO-d5, 1H), 2.64 (bs, 1H), 2.81 (bs, 1.5H), 2.98 (bs, 1H), 3.27 (bs, 1H), 3.40 (bs, 1H), 3.49-3.65 (m, 5H), 3.64-3.83 (m, 6H), 4.21 (bs, 0.5H), 4.34 (bs, 0.5H), 5.25 (d, 1H), 5.62 (s, 1H), 6.13 (d, 2H), 6.34 (t, 1H), 7.18 (s, 1H), 7.87 (d, 1H)

76176-87-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,76176-87-9 ,Thiomorpholine-1-oxide hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ASTRAZENECA AB; US2012/264731; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine-1-oxide hydrochloride, and cas is 76176-87-9, its synthesis route is as follows.

To a suspension of Intermediate 36 (100 mg, 0.24 mmol, 1 .0 eq) in CH2CI2 (10mL) was added thiomorpholine-1-oxide hydrochloride (112 mg, 0.72 mmol, 3.0eq) and sodium acetate (59 mg, 0.72 mmol, 3.0 eq). The reaction mixture washeated to reflux for 2 h, cooled to rt and sodium triacetoxyborohydride (102 mg,0.72 mmol, 2.0 eq) added in one portion. After 16 h at rt, the reaction mixture was partitioned between water (10 mL) and CH2CI2 (15 mL). The aqueous phase was re-extracted with CH2CI2 (2 x 15 mL) and the combined organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue (157mg) was purified by flash chromatography with EtOAc/MeOH (1:0-4:1) to affordExample AK as pale yellow solids (91 mg, 73 %) 1H NMR (DMSO-d5) oH. 11.32 (brs, 1H), 8.83 (d, J=1.9 Hz, 1H), 8.71 (d, J=1.9Hz, 1H), 8.28 (d, J=7.5 Hz, 1H), 7.43-7.66 (m, 3H), 7.26 (t, J=7.7 Hz, 1H), 3.97-4.13 (m, 4H), 3.79-3.93 (m, 6H), 2.94 (quin, J=10.3 Hz, 4H), 2.66-2.83 (m, 4H).MS (ESj 519.0 [M+H].

76176-87-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,76176-87-9 ,Thiomorpholine-1-oxide hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; SILVA, Franck Alexandre; CECIL, Alexander Richard Liam; ALEXANDER, Rikki Peter; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; (123 pag.)WO2017/29521; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem