76176-87-9| Heterocyclic Building Blocks-Thiomorpholine

The important role of 76176-87-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 76176-87-9, name is Thiomorpholine-1-oxide hydrochloride. This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 76176-87-9

To a solution of compound 1 (21.0 mg, 0.0467 mmol, 1.0 eq) in DMF (1 ml_) was added A/,A/-diisopropylethylamine (32.6 pL, 0.187 mmol, 4.0 eq), HATU (26.7 mg, 0.0701 mmol, 1.5 eq) and thiomorpholine-1 -oxide hydrochloride (2) (14.6 mg, 0.0935 mmol, 2.0 eq). The reaction was stirred at room temperature for 17.5 h then diluted with EtOAc (10 ml_), washed with 1 M HCI (2 x 10 ml_) and brine (10 ml_), dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel chromatography using hexane/EtOAc/MeOH (1 :0:0 – 0:1 :0 – 0:9: 1 ) yielded compound FD as a white solid (17.6 mg, 68%). (1239) LCMS (ES): Found 550.9 [M+Hf. (1240) 1H NMR (300MHz, DMSO-cf6), d: 8.88 (d, J=1.3 Hz, 1 H), 8.45 (dd, J=2.6, 1.5 Hz, 1 H), 8.36 (d, J=2.6 Hz, 1 H), 7.85 (d, J=9.4 Hz, 1 H), 7.81 (d, J=9.4 Hz, 1 H), 7.75 (d, J=3.8 Hz, 1 H), 7.32 (d, J=3.8 Hz, 1 H), 5.72-5.80 (m, 2H), 4.34-4.48 (m, 1 H), 3.89-4.06 (m, 2H), 3.66-3.84 (m, 1 H), 2.75-3.1 1 (m, 4H). (1241) 19F NMR (282MHz, DMSO-cf6), d: -64.79 (s, 3F).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

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

Analyzing the synthesis route of 76176-87-9

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 76176-87-9. We look forward to the emergence of more reaction modes in the future.

Thiomorpholine-1-oxide hydrochloride, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route., 76176-87-9

To the stirred solution of [cis-3-(4-amino-5-iodo-pyrrolo [2,3-d]pyrimidin-7-yl)-cyclobutyl] methanol (Step R.1 : 348 mg, 1 .0 mmol) and acetonitrile (70 ml) was added 2- iodoxybenzoic acid (IBX, Atlantic SciTech 86900: 561 mg, 2.0 mmol). The reaction mixture was stirred for 1 h 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), diisopropylethylamine (3.43 ml, 20 mmol), 1 -oxo-thiomorpholine hydrochloride (312 mg, 2.0 mmol) and sodium triacetoxyborohydride (637 mg, 3.0 mmol) with stirring at rt. The reaction mixture was stirred for 1 h at rt and then partitioned between 1 M NaHC03 and EtOAc. The combined organic layers were washed with water and brine, dried (Na2S0 ), 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 (R, = 0.41 ) (Method X); TLC; R, = 0.26

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

Simple exploration of 76176-87-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 76176-87-9, name is Thiomorpholine-1-oxide hydrochloride. A new synthetic method of this compound is introduced below. 76176-87-9

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).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

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

Application of 2-Methyl[1,8]-Naphthyridine

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

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 ).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

Simple exploration of 76176-87-9

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)

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

Analyzing the synthesis route of 76176-87-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

New learning discoveries about 76176-87-9

If you are interested in these compounds, 76176-87-9, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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.

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.

If you are interested in these compounds, 76176-87-9, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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

Application of Dichlorotris(triphenylphosphino)ruthenium (II)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

New learning discoveries about 76176-87-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 76176-87-9, and friends who are interested can also refer to it.

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.76176-87-9, Thiomorpholine-1-oxide hydrochloride it is a common compound, a new synthetic route is introduced below., 76176-87-9

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).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 76176-87-9, and friends who are interested can also refer to it.

The important role of 76176-87-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .