Category: 76176-87-9

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 a suspension of Intermediate 41 (68.4 mg, 0.146 mmol, 1.0 eq) in anhydrous CH2CI2 (3 mL) was added 1-oxide thiomorpholine hydrochloride (45.6 mg, 0.293 mmol, 2.0 eq) and sodium acetate (24.0 mg, 0.293 mmol, 2.0 eq) and the resulting suspension was stirred at 42 C for 6 h. After cooling to rt, NaBH(OAc)3(62.1 mg, 0.293 mmol, 2.0 eq) was added and the reaction mixture was stirred at rt for 16 h. Additional portions of sodium acetate (12.0 mg, 0.147 mmol, 1.0 eq), 1-oxide thiomorpholine hydrochloride (22.8 mg, 0.147 mmol, 1.0 eq) and NaBH(OAc)3 (31.1 mg, 0.147 mmol, 1.0 eq) were added and the reaction was stirred at 40C for 18 h. Upon cooling to rt, the reaction was quenched with 1 Maqueous NaOH (5 mL) then poured into H20 (15 mL) and extracted with CH2CI2(3 x 15 mL). The combined organic extracts were concentrated in vacuo andpurified by silica gel chromatography using EtOAc/MeOH (1 :0-13:1). The productwas re-dissolved in CH2CI2/MeOH (4:1, 10 mL) and swirled with MP-TMT resin(157 mg, 0.173 mmol) at rt overnight. The solution was filtered and the resinwashed with CH2CI2/MeOH (4:1, 100 mL). The filtrate was concentrated in vacuoand purified a second time by silica gel column chromatography with CH2CI2/MeOH (1:0-12:1) to yield Example S as a white solid (37.6 mg, 45%).1H NMR (300MHz, DMSO-d5) oH. 12.47 (5, 1H), 8.54-8.67 (m, 2H), 8.28 (dd, J=7.4, 0.8 Hz, 1H), 7.98 (5, 1H), 7.64 (d, J=8.1 Hz, 1H), 7.40-7.52 (m, 1H), 4.08-4.19 (m, 4H), 3.81-3.92 (m, 6H), 2.86-3.02 (m, 4H), 2.68-2.80 (m, 4H).19F NMR (282MHz, DMSO-d5) 0F. -58.8 (5, 3F).MS (ESj 571.0 (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.

To the stirred solution of 3-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclobutanone (Step S.1 ; 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; R, = 0.36 (DCM/MeOH/NH3aq, 200:20:1 ).

The chemical industry reduces the impact on the environment during synthesis,76176-87-9,Thiomorpholine-1-oxide hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; NOVARTIS AG; IRM LLC; CHEN, Bai; FAIRHURST, Robin Alec; JIANG, Songchun; LU, Wenshuo; MARSILJE III, Thomas H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STUTZ, Stefan; WO2012/120469; (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.

Intermediate 7 (17.86 g, 44.7 mmol), 1-oxide thiomorpholine hydrochloride (10.5 g, 67.1 mmol, 1.5 eq) and NaOAc (5.87 g, 71.5 mmol, 1.6 eq) weresuspended in anhydrous CH2CI2 (450 mL) under Ar(g). The reaction mixture was then refluxed for 6 h, then cooled down to rt and NaBH(OAc)3 (16.1 g, 76 mmol, 1 .7 eq) was slowly added over 15 mins. The mixture was left to stir at rt for 18 h. The mixture was then re-charged with 1-oxide thiomorpholine hydrochloride (10.5 g, 67.1 mmol, 1.5 eq), NaOAc (5.87 g, 71.5 mmol, 1.6 eq) andNaBH(OAc)3 (16.1 g, 76 mmol, 1.7 eq). After 6 h stirring, the mixture was quenched with H20 (300 mL) and extracted with CH2CI2 (2 x 300 mL). The combined organic extracts were washed with 50% brine (50 mL) then dried over MgSO4 and the solvent was removed in vacuo. Pd-scavenge was carried out in CH2CI2/MeOH (1:1, 100 mL) using MP-TMT resin (18 g, 0.68 mmol/g) over 18 h.The next day, the resin was filtered off, washed with CH2CI2/MeOH (1:1, 20 mL) and the solvent was removed in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1:0-4:1) followed by CH2CI2/MeOH (1:0-9:1) yielded Example B as an off-white solid (13.0 g, 58%).1H NMR (300MHz, DMSO-d5) oH. 11.27 (brs, 1H), 8.62 (d, J=3.2 Hz, 2H), 8.18(d, J=7.5 Hz, 1H), 7.44-7.59 (m, 3H), 7.23 (t, J=7.7 Hz, 1H), 4.13 (d, J=4.7 Hz,4H), 3.84-3.93 (m, 4H), 3.83 (5, 2H), 2.84-3.03 (m, 4H), 2.64-2.83 (m, 4H). MS (ESj 503.0 (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

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 the stirred solution of [cis-3-(4-amino-5-iodo-pyrrolo [2,3-d]pyrimidin-7-yl)-cyclobutyl] methanol (Intermediate M: 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 h at 80 C. Th e 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 triacetoxyborohy- dride (637 mg, 3.0 mmol, 3 eq) with stirring at rt. The reaction mixture was stirred for 1 h at rt and then partitioned between NaHC03 1M 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 238 mg of the title compound as pale yellow crystals: HPLC-MS: M+H = 446.2 (Rt = 0.41) (Method X); TLC; Rf = 0.26 (DCM/MeOH/NH3aq, 200:20: 1).

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; 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

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 solution of acid 1 (50 mg, 0.1 1 mmol) in DMF (1 mL) was added N- methylmorpholine (49 pL, 0.45 mmol) followed by PyBOP (87 mg, 0.17 mmol). The reaction mixture was stirred for 30 min at rt before addition of thiomorpholine-1 -oxide hydrochloride (35 mg, 0.22 mmol). After 3 h 30 min the reaction mixture was diluted with EtOAc (30 mL), washed with HCI solution (5%, 3 x 10 mL) and brine (10 mL), before being dried over MgS04, filtered and concentrated in vacuo. Purification by flash column chromatography with EtOAc/MeOH (1 :0 to 4:1 ) and subsequent trituration with Et20 afforded FU as pale beige solids (16 mg, 27%). (1390) LCMS (ES): Found 550.9 [M+Hf. (1391) 1H NMR (300 MHz, DMSO-cf6) d: 8.97 (d, J=1.5 Hz, 1 H), 8.86 (d, J=1.3 Hz, 1 H), (1392) 8.42 (dd, J=2.5, 1.4 Hz, 1 H), 8.33 (d, J=2.4 Hz, 1 H), 7.84 (d, J=1.5 Hz, 1 H), 7.75 (d, J=3.6 Hz, 1 H), 7.31 (d, J=3.8 Hz, 1 H), 5.76 (br s, 2H), 4.26-4.38 (m, 1 H), 3.79-3.93 (m, 1 H), 3.61 -3.76 (m, 1 H), 3.47-3.60 (m, 1 H), 2.82-3.05 (m, 3H), 2.71 -2.82 (m, 1 H). 19F NMR (282 MHz, DMSO-cf6) d: -64.80 (s, 3F).

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 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

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 (140 mg) and triethylamine (0.125 mL) in N,N-dimethylformamide (15 mL) were added [2-(7-methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid (200 mg), 1-hydroxybenzotriazole (121 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (172 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 75:25, volume ratio), and the obtained pale-yellow crystals were recrystallized from ethyl acetate-hexane to give the title compound (104 mg, yield 42%) as colorless crystals. melting point 157-160C. MS 547 (MH+).

The chemical industry reduces the impact on the environment during synthesis,76176-87-9,Thiomorpholine-1-oxide hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2371826; (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.,76176-87-9

To a suspension of Intermediate 41 (68.4 mg, 0.146 mmol, 1.0 eq) in anhydrous CH2CI2 (3 mL) was added 1-oxide thiomorpholine hydrochloride (45.6 mg, 0.293 mmol, 2.0 eq) and sodium acetate (24.0 mg, 0.293 mmol, 2.0 eq) and the resulting suspension was stirred at 42 C for 6 h. After cooling to rt, NaBH(OAc)3(62.1 mg, 0.293 mmol, 2.0 eq) was added and the reaction mixture was stirred at rt for 16 h. Additional portions of sodium acetate (12.0 mg, 0.147 mmol, 1.0 eq), 1-oxide thiomorpholine hydrochloride (22.8 mg, 0.147 mmol, 1.0 eq) and NaBH(OAc)3 (31.1 mg, 0.147 mmol, 1.0 eq) were added and the reaction was stirred at 40C for 18 h. Upon cooling to rt, the reaction was quenched with 1 Maqueous NaOH (5 mL) then poured into H20 (15 mL) and extracted with CH2CI2(3 x 15 mL). The combined organic extracts were concentrated in vacuo andpurified by silica gel chromatography using EtOAc/MeOH (1 :0-13:1). The productwas re-dissolved in CH2CI2/MeOH (4:1, 10 mL) and swirled with MP-TMT resin(157 mg, 0.173 mmol) at rt overnight. The solution was filtered and the resinwashed with CH2CI2/MeOH (4:1, 100 mL). The filtrate was concentrated in vacuoand purified a second time by silica gel column chromatography with CH2CI2/MeOH (1:0-12:1) to yield Example S as a white solid (37.6 mg, 45%).1H NMR (300MHz, DMSO-d5) oH. 12.47 (5, 1H), 8.54-8.67 (m, 2H), 8.28 (dd, J=7.4, 0.8 Hz, 1H), 7.98 (5, 1H), 7.64 (d, J=8.1 Hz, 1H), 7.40-7.52 (m, 1H), 4.08-4.19 (m, 4H), 3.81-3.92 (m, 6H), 2.86-3.02 (m, 4H), 2.68-2.80 (m, 4H).19F NMR (282MHz, DMSO-d5) 0F. -58.8 (5, 3F).MS (ESj 571.0 (100%, [M+H]j.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine-1-oxide hydrochloride

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

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.,76176-87-9

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+).

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine-1-oxide hydrochloride

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2371826; (2011); 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.,76176-87-9

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)+.

With the complex challenges of chemical substances, we look forward to future research findings about 76176-87-9,belong Thiomorpholine compound

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/123986; (2009); 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.,76176-87-9

Intermediate 7 (17.86 g, 44.7 mmol), 1-oxide thiomorpholine hydrochloride (10.5 g, 67.1 mmol, 1.5 eq) and NaOAc (5.87 g, 71.5 mmol, 1.6 eq) weresuspended in anhydrous CH2CI2 (450 mL) under Ar(g). The reaction mixture was then refluxed for 6 h, then cooled down to rt and NaBH(OAc)3 (16.1 g, 76 mmol, 1 .7 eq) was slowly added over 15 mins. The mixture was left to stir at rt for 18 h. The mixture was then re-charged with 1-oxide thiomorpholine hydrochloride (10.5 g, 67.1 mmol, 1.5 eq), NaOAc (5.87 g, 71.5 mmol, 1.6 eq) andNaBH(OAc)3 (16.1 g, 76 mmol, 1.7 eq). After 6 h stirring, the mixture was quenched with H20 (300 mL) and extracted with CH2CI2 (2 x 300 mL). The combined organic extracts were washed with 50% brine (50 mL) then dried over MgSO4 and the solvent was removed in vacuo. Pd-scavenge was carried out in CH2CI2/MeOH (1:1, 100 mL) using MP-TMT resin (18 g, 0.68 mmol/g) over 18 h.The next day, the resin was filtered off, washed with CH2CI2/MeOH (1:1, 20 mL) and the solvent was removed in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1:0-4:1) followed by CH2CI2/MeOH (1:0-9:1) yielded Example B as an off-white solid (13.0 g, 58%).1H NMR (300MHz, DMSO-d5) oH. 11.27 (brs, 1H), 8.62 (d, J=3.2 Hz, 2H), 8.18(d, J=7.5 Hz, 1H), 7.44-7.59 (m, 3H), 7.23 (t, J=7.7 Hz, 1H), 4.13 (d, J=4.7 Hz,4H), 3.84-3.93 (m, 4H), 3.83 (5, 2H), 2.84-3.03 (m, 4H), 2.64-2.83 (m, 4H). MS (ESj 503.0 (100%, [M+H]j.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine-1-oxide hydrochloride

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