Extracurricular laboratory: Synthetic route of 39093-93-1

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Thiomorpholine 1,1-dioxide, cas is 39093-93-1, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.

Production Example 4 Compound J7-4 9-(4-Isopropyl-piperazin-1-yl)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile [0519] trifluoro-methane sulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester (Compound B1, 30 mg, 0.069 mmol) was dissolved in 1,4-dioxane (1 mL), added with thiomorpholine 1,1-dioxide (19 mg, 2 eq.), Pd2dba3 (6.3 mg, 0.1 eq.), BINAP (8.6 mg, 0.2 eq.) and K3PO4 (29 mg, 2 eq.), and stirred at 100¡ã C. all night and all day. The reaction solution was poured into water, and then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the Compound B2-10 (8-(1,1-dioxothiomorpholino)-6,6-dimethyl-11-oxo-6,11 dih dro-5H-benzo b carbazole-3-carbonitrile) (white powder, 2.1 mg, 7percent)), the title compound was synthesized from the Compound J6 and 1-isopropyl-piperazine. [0521] 1H-NMR (270 MHz, DMSO-d6) delta: 12.80 (1H, s), 8.33 (1H, d, J=7.6 Hz), 8.02 (1H, s), 7.66 (3H, m), 7.33 (1H, d, J=8.2 Hz), 3.21 (4H, br), 2.66 (5H, m), 1.72 (6H, s), 1.02 (6H, d, J=6.3 Hz). [0522] LCMS: m/z 413 [M+H]+ [0523] HPLC retention time: 1.38 minutes (analysis condition S), 39093-93-1

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Reference£º
Patent; Furumoto, Kentaro; Shiraki, Koji; Hirayama, Tomoaki; US2013/143877; (2013); A1;,
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Share a compound : 39093-93-1

As the rapid development of chemical substances, we look forward to future research findings about 39093-93-1

Thiomorpholine 1,1-dioxide, cas is 39093-93-1, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.

39093-93-1, General procedure: To a vial containing a solution of urea acid, 8a, (369.7 mg, 1 mmol), EDCI (230.8 mg, 1.2 mmol) and HOBt (147.6 mg, 1.1 mmol) in 1:1 DCM:N,N-dimethylformamide (DMF; 10 mL) was added 1,1-dioxothiomorpholine (133.1 mg, 1 mmol). The vial was capped, and the solution was stirred at room temperature for 27 h. The reaction mixture was diluted with EtOAc and washed with water (x3) and brine (x1). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Purification by silica flash column using 97:3 DCM:MeOH gave 401.0 mg (82percent) of 13a as a white solid.

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Reference£º
Article; Moffett, Kristofer; Konteatis, Zenon; Nguyen, Duyan; Shetty, Rupa; Ludington, Jennifer; Fujimoto, Ted; Lee, Kyoung-Jin; Chai, Xiaomei; Namboodiri, Haridasan; Karpusas, Michael; Dorsey, Bruce; Guarnieri, Frank; Bukhtiyarova, Marina; Springman, Eric; Michelotti, Enrique; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7155 – 7165;,
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Some tips on Thiomorpholine 1,1-dioxide

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

Into a 250-mL round-bottom flask, was placed a solution of (2S)-4-[(tert-butyldiphenylsilyl)oxy]-2-[[4-(4-fluorophenyl)phenyl]formamido]butanoic acid (2 g, 3.60 mmol, 1.00 equiv) in tetrahydrofuran (50 mL), DEPBT (1.62 g, 5.41 mmol, 1.50 equiv). This was followed by the addition of imidazole (370 mg, 5.44 mmol, 1.50 equiv). stirred for 40 min at 0¡ã C. To this was added a solution of thiomorpholine-1,1-dioxide (890 mg, 6.58 mmol, 1.50 equiv) in tetrahydrofuran (20 mL) dropwise with stirring at 0¡ã C. in 30 min. The resulting solution was stirred for 16 h at 25¡ã C. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 50 mL of H2O. The resulting solution was extracted with 3¡Á50 mL of ethyl acetate and the organic layers combined. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 2 g (82percent) of (1) as a off-white solid.

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Reference£º
Patent; Imago Biosciences, Inc.; Rienhoff, JR., Hugh Y.; McCall, John M.; Clare, Michael; Celatka, Cassandra; Tapper, Amy E.; (226 pag.)US2016/237043; (2016); A1;,
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Some tips on 39093-93-1

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

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

1.1.1. 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-thiomorpholine-1,1-dioxide 2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1 eq) and DIPEA (2 eq) are dissolved in DCM/MeOH (5:1 v:v) under N2 and thiomorpholine 1,1-dioxide (2 eq) is added portionwise. The resulting solution is stirred at room temperature for 16 h. After this time, the reaction is complete. The solvent is evaporated. The compound is extracted with EtOAc and water, washed with brine and dried over anhydrous MgSO4. Organic layers are filtered and evaporated. The final compound is isolated without further purification.

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Patent; SABOURAULT, Nicolas Luc; DE FAVERI, Carla; SHEIKH, Ahmad; US2015/225398; (2015); A1;,
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Some tips on 39093-93-1

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

It is a common heterocyclic compound, the Thiomorpholine compound, Thiomorpholine 1,1-dioxide, cas is 39093-93-1 its synthesis route is as follows.,39093-93-1

To a solution of 4-bromobenzylbromide (625 mg, 2.5 mmol) in THF (12 mL) was added thiomorpholine-1,1-dioxide in one portion (400 mg, 3.0 mmol). The resulting mixture was stirred at rt for 18 h whereupon a white ppt formed. The solvent was removed underreduced pressure to give a residue that was dissolved in DCM and sequentially washedwith NaHCO3 (aq. Sat.) (40 mL), water (40 mL) and brine (40 mL), before finally passing through a phase separator cartridge (Biotage). Removal of the organic extracts in vacuo afforded the title compound as a white solid (755 mg, 2.5 mmol, 99percent).

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Patent; AUSPHERIX LIMITED; HOLMES, Ian; NAYLOR, Alan; ALBER, Dagmar; POWELL, Jonathan Raymond; MAJOR, Meriel Ruth; NEGOITA-GIRAS, Gabriel; ALLEN, Daniel Rees; (181 pag.)WO2017/93544; (2017); A1;,
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Some tips on Thiomorpholine 1,1-dioxide

With the complex challenges of chemical substances, we look forward to future research findings about 39093-93-1,belong Thiomorpholine compound

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

Step-E: (1R,2R)?N-(1-Cyanocyclopropyl)-2-{4-[4-(1,1-dioxo-1lambda6-thiomorpholin-4-yl)phenyl]-2-(4-fluorophenyl)-1,3-oxazol-5-yl}cyclohexanecarboxamide (Compound 7) [0274] To a mixture of (1R,2R)-2-(4-(4-bromophenyl)-2-(4-fluorophenyl)oxazol-5-yl)-N-(1-cyanocyclopropyl)cyclohexanecarboxamide (116 mg, 0.228 mmol), thiomorpholine 1,1-dioxide (93 mg, 0.685 mmol), Chloro(2-dicyclohexylphosphino-2?,4?,6?-triisopropyl-1,1?-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II) (8.43 mg, 0.011 mmol) and K3PO4.H2O (63.1 mg, 0.274 mmol) in a vial under an inert atmosphere was added THF (1.5 mL). The vial was sealed and heated at 100¡ã C. for 2 h., cooled to rt and concentrated. The residue was taken in DMSO, filtered and the filtrate was subjected to reverse phase HPLC purification (Sunfire C18 30¡Á150 mm column; 10 to 95percent MeCN in water. 0.1percent TFA modifier for MeCN and water). Desired fractions were partitioned between saturated aqueous sodium bicarbonate and dichloromethane. Layers were separated. Aqueous layer was extrated with dichloromethane (3¡Á). Combined organic solutions were dried over Na2SO4 and concentrated to give desired product as a white solid (120 mg, 93percent). MS [M+H]+ 563.1. 1H NMR (400 MHz, CDCl3) delta 8.05-8.02 (m, 2H), 7.68-7.63 (m, 2H), 7.21-7.14 (m, 2H), 7.20-6.97 (m, 2H), 5.66 (s, 1H), 3.94-3.91 (m, 1H), 3.30-3.22 (m, 1H), 3.14-3.12 (m, 4H), 2.51-2.44 (m, 1H), 2.1-1.3 (m, 10H), 0.78-0.58 (m, 2H).

With the complex challenges of chemical substances, we look forward to future research findings about 39093-93-1,belong Thiomorpholine compound

Reference£º
Patent; Stachel, Shawn; Paone, Daniel V.; Li, Jing; Nanda, Kausik; US2015/99719; (2015); A1;,
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The important role of Thiomorpholine 1,1-dioxide

39093-93-1 is used more and more widely, we look forward to future research findings about Thiomorpholine 1,1-dioxide

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

(Step 3)1-BOC-3-bromo-5-bromomethyl-7-nitro-2-phenyl-indole (1.0 g, 2 mmol) obtained in Step 2 was dissolved in DCM (10 mL), and thereto Et3N (560 uL, 4 mmol) and 1,1-dioxo-thio-morpholine (300 mg, 3 mmol) were added. The mixture was stirred for 12 hours at room temperature. At the end of the reaction, added saturated aqueous NH4Cl solution, extracted with DCM. After drying the extract, the solvent was removed under reduced pressure and the residue was purified by column chromatography to give 1-BOC-3-bromo-5-(1,1-dioxo-thiomorpholine-4-yl)methyl-7-nitro-2-phenyl-1H-indole (825 mg, 78percent).

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Reference£º
Patent; Kim, Soon Ha; Kim, Hyoung Jin; Chung, Chul Woong; Park, Heui Sul; Kwak, Hyo Shin; Kim, Sung Ho; Park, Jin Gu; US2010/291533; (2010); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

The important role of 39093-93-1

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

Name is Thiomorpholine 1,1-dioxide, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

To a mixture of 1-bromo-4- (bromomethyl) benzene (500 mg, 2.00 mmol) and thiomorpholine 1, 1-dioxide (513 mg, 2.99 mmol) was added THF (10 mL) and triethylamine (0.84 mL) in turn. After the mixture was stirred at rt for 15 h, the raw materail was consumed monitored by TLC. The reaction mixture was diluted with EtOAc (200 mL) and washed with saturated aqueous NaCl (50 mL) three times. The combined organic layers were concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with PE/EtOAc (v/v) 3/1 to give a white solid product (310 mg, 50.9) .[0893]MS (ESI, pos. ion) m/z: 304.1 [M+1]+ and[0894]1H NMR (400 MHz, CDCl3) : delta (ppm) 7.46 (d, J 8.4 Hz, 2H) , 7.19 (d, J 8.4 Hz, 2H) , 3.59 (s, 2H) , 3.07-3.05 (m, 4H) , 2.98-2.95 (m, 4H)

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Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; ZHANG, Yingjun; CHENG, Changchung; HUANG, Jiuzhong; BAI, Shun; REN, Xingye; LI, Zhi; ZHOU, Youbai; (368 pag.)WO2016/615; (2016); A1;,
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Downstream synthetic route of Thiomorpholine 1,1-dioxide

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO243,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

Trifluoro-methanesulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester (Compound B1, 30 mg, 0.069 mmol) was dissolved in 1,4-dioxane (1 mL), added with thiomorpholine 1,1-dioxide (19 mg, 2 eq.), Pd2 (dba)3 (6.3 mg, 0.1 eq.), BINAP (8.6 mg, 0.2 eq.) and K3PO4 (29 mg, 2 eq.), and stirred at 100¡ã C. overnight. The reaction solution was added to water, and then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the target compound (white powder, 2.1 mg, 7percent). 1H-NMR (270 MHz, DMSO-d6) delta: 8. 29 (1H, d, J=8.6 Hz), 8. 07 (1H, d, J=8. 9 Hz), 8.00 (1H, s), 7. 55 (1H, dd, J=8. 5, 1. 7 Hz), 7. 34 (1H, d, J=2. 0 Hz), 7. 15 (1H, dd, J=9.1, 2.7 Hz), 4. 01 (4H, s), 3. 16 (4H, s), 1. 77 (6H, s).LCMS: m/z 420 [M+H]+

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Reference£º
Patent; Chugai Seiyaku Kabushiki Kaisha; US2012/83488; (2012); A1;,
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Application of 6-Fluoro-1,2,3,4-tetrahydroquinoline

As the rapid development of chemical substances, we look forward to future research findings about 39093-93-1

A common heterocyclic compound, the Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide,cas is 39093-93-1, mainly used in chemical industry, its synthesis route is as follows.

A mixture of (S) – 4 – (1 – (4-fluoro-phenyl) – 2-methoxy-ethylamine) – 5-methyl-pyrrolo [2,1-f] [1, 2, 4] triazine-6-carboxylic acid (100 mg, 0 . 29mmol) and thiomorpholine -1,1-dioxide (58 mg, 0 . 44mmol) dissolved in N, N-dimethyl formamide (5 ml) in, then add 1-hydroxy benzotriazole (51 mg, 0 . 38mmol), 1-ethyl-3 – (3-dimethylamino-propyl) carbodiimide hydrochloride (74 mg, 0 . 38mmol) and triethylamine (88 mg, 0 . 87mmol), stirring the mixture at room temperature until the TLC reaction monitoring raw material the reaction is complete, to be added in to the reaction solution (100 ml), ethyl acetate (50 ml ¡Á 3) extraction, then by saturated sodium chloride solution (100 ml ¡Á 2) washing, the organic phase is dried with anhydrous sodium sulfate, concentrated under reduced pressure, the resulting residue is purified with silica gel column chromatography, to obtain (S) – (1,1-dioxy thiophosphoro morphline) – {4 – [1 – (4-fluorophenyl) – 2-methoxy-ethylamine] – 5-methyl-pyrrolo [2,1-f] [1, 2, 4] triazin-6-yl}}-methyl ketone (105 mg, white solid), yield: 78.4percent., 39093-93-1

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Patent; SHANGHAI CDYMAX PHARMACEUTICALS CO LTD; An, XiaoXia; Bie, PingYan; Yang, wuli; Liu, Jun; (49 pag.)CN103848833; (2016); B;,
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