Analyzing the synthesis route of 39093-93-1

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39093-93-1,Thiomorpholine 1,1-dioxide,as a common compound, the synthetic route is as follows.,39093-93-1

6-bromodihydrobenzofuran-3-one (1 g, 4 mmol)And 1,1-dioxothiomorpholine (0.7 g, 4 mmol) soluble in 1,2-dichloroethane (30mL), Sodium triacetylborohydride (1 g, 20 mmol) was added.Stir at room temperature for 8 hours.The reaction solution was concentrated to dryness.Purified by silica gel column chromatography,A white solid (0.9 g, 91%) was obtained.

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various fields.

Reference£º
Patent; Shanghai Xiangjin Biological Technology Co., Ltd.; Sun Fang; Zhan Youni; (53 pag.)CN108341814; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Downstream synthetic route of 39093-93-1

The synthetic route of 39093-93-1 has been constantly updated, and we look forward to future research findings.

39093-93-1, Thiomorpholine 1,1-dioxide is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,39093-93-1

(S)-3-Bromo-7-chloro-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrrolo[2,3-b:4,5-b’]dipyridine (150 mg, 0.328 mmol), thiomorpholine 1,1-dioxide (311 mg, 2.30 mmol) and the triethylamine (0.365 mL, 2.63 mmol) were dissolved in 1.2 mL of DMSO and microwaved at 175 ¡ãC for 2 h. It was diluted with 1percent MeOH/EtOAc and washed twice with brine. The organic layer was dried over MgS04 and concentrated to obtain 181 mg of crude. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge CI 8, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 ACN: water with 10-mM NH4OAc; Mobile Phase B: 95:5 ACN: water with 10- mM NH4OAc; Gradient: 40-80percent B over 15 min, then a 5-min hold at 100percent B; Flow: 20 mL/min. Fractions containing the title compound were combined and dried via centrifugal evaporation. The yield of the product was 76percent. NMR (500MHz, DMSO- d6) delta 8.62 (br. s., 1H), 8.43 (s, 1H), 8.30 (d, J=8.4 Hz, 1H), 7.73 (d, J=7.3 Hz, 2H), 7.32 (t, J=7.5 Hz, 2H), 7.24 (t, J=7.3 Hz, 1H), 7.03 (d, J=8.8 Hz, 1H), 5.61 (br. s., 1H), 4.28 (br. s., 4H), 3.90 – 3.82 (m, 1H), 3.76 (d, J=10.3 Hz, 1H), 3.53 (br. s., 1H), 3.30 – 3.16 (m, 6H), 1.50 – 1.38 (m, 2H), 1.24 (d, J=7.3 Hz, 1H), 1.13 (d, J=l 1.0 Hz, 1H); LC/MS (M+H) = 555.0 [Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7u; Mobile Phase A: water with 0.05percent TFA; Mobile Phase B: ACN with 0.05percent TFA; Temperature: 40 ¡ãC; Gradient: 2-98percent B over 1.5 min; Flow: 0.8 mL/min].

The synthetic route of 39093-93-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
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Some tips on 39093-93-1

As the paragraph descriping shows that 39093-93-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39093-93-1,Thiomorpholine 1,1-dioxide,as a common compound, the synthetic 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. 1H NMR (400 MHz, acetone-d6): delta 10.03 (s, 1H), 9.23 (s, 1H), 8.11 (d, J = 8.4 Hz, 1H), 8.00 (d, J = 7.2 Hz, 1H), 7.86 (d, J = 8.0 Hz, 1H), 7.67 (d, J = 8.2 Hz, 1H), 7.49-7.41 (m, 2H), 7.40-7.34 (m, 1H), 6.70 (s, 1H), 4.14-4.05 (m, 4H), 3.20 (t, J = 4.8 Hz, 4H), 1.30 (s, 9H). MS m/z (APCI+) Found (M+H): 486.2

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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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Extracurricular laboratory: Synthetic route of 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.

Example 24 {6-[3-(3-?1iota1thetaGammatheta-rho1?6etagamma1)-5^6?1iotagamma1-?8thetaChi3zetaomicron1-4-gamma^6?1iotaomicronchigamma]-rhogammapi??eta-3-gamma1}-(1,1-??omicronchiomicron-1lambda6- thiomorpholin-4-yl)-methanone To a solution of 6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (69 mg, 0.2 mmol) in DMF (300 L) were added 2-(lH-benzotriazole-l-yl)-l, 1,3,3- tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), Nu,Nu-diisopropyl ethyl amine (171 muL, 1.0 mmol) and thiomorpholine-S,S-dioxide (0.22 mmol). The resulting reaction mixture was stirred for 1 h at room temperature. Concentration and purification by chromatography (Si02, heptane:ethyl acetate = 100:0 to 1: 1) afforded the title compound (80 mg, 87percent) which was obtained as a white solid. MS: m/e = 462.1 [M+H]+., 39093-93-1

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Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; DOTT, Pascal; HANLON, Steven Paul; HILDBRAND, Stefan; IDING, Hans; THOMAS, Andrew; WALDMEIER, Pius; WO2013/57123; (2013); A1;,
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Share a compound : Thiomorpholine 1,1-dioxide

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.

Example 1 Step 3: (1,1-Dioxo-thiomorpholin-4-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-methanone A mixture of 5-(1-isopropyl-piperidin-4-yloxy)-1-(2,2,2-trifluoro-ethyl)-1H-indole-2-carboxylic acid, hydrochloric salt with one equivalent of lithium chloride (650 mg, 1.0 eq.), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethylurunium tetrafluoroborate (563 mg, 1.2 eq.), thiomorpholine-1,1-dioxide (purchased at Syntec, ref. M1201) and diisopropylethylamine (1.22 mL, 5 eq.) in dimethylformamide was stirred at room temperature for 24 h and then partitioned between an aqueous solution of sodium hydrogenocarbonate and ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with water and brine, dried over sodium sulfate, filtered, evaporated in vacuo and purified on silica eluting with dichloromethane/methanol/ammoniac. One fraction was isolated and dried in vacuo, to yield 468 mg (66percent) of the desired product as off-white solid. MS (m/e): 502.5 (MH+, 100percent). ; Example20 Step 4: (1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-(5-hydroxy-1-isopropyl-1H-indol-2-yl)-methanone In analogy to the procedure described for the synthesis of example 1, step 3, the title compound was synthesised from 5-Hydroxy-1-isopropyl-1H-indole-2-carboxylic acid (Example 20, step 3) and thiomorpholine-1,1-dioxide (purchased at Syntec, ref. M1201). The desired product was obtained in a yield of 75percent as white solid. MS (m/e): 335.5 (M-H, 100percent)., 39093-93-1

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Reference£º
Patent; Nettekoven, Matthias; Plancher, Jean-Marc; Richter, Hans; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Taylor, Sven; US2007/123526; (2007); A1;,
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Analyzing the synthesis route of 39093-93-1

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39093-93-1,Thiomorpholine 1,1-dioxide,as a common compound, the synthetic route is as follows.,39093-93-1

The above acteyl chloride (1.122 g; 3.27 mmol) was dissolved in 10 mL DMF. Thiomorpholine 1,1-dioxide (0.442 g; 3.27 mmol) was added followed by DIPEA (0.63 mL; 3.6 mol) and DMAP (16 mg; 0.131 mmol). The reaction mixture was heated in a 60¡ã C. oil bath overnight. Water was added to the reaction mixture, and it was extracted with EtOAc three times. The organics were combined and washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The yellow residue obtained was purified by flash column chromatography on silica gel using 2.5percent methanol in DCM mixture as eluent then switched to 5percent methanol in DCM. The title compound was obtained in >95percent purity (HPLC) as a white foam (781 mg; 54percent yield).

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/9964; (2010); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Simple exploration of 39093-93-1

As the paragraph descriping shows that 39093-93-1 is playing an increasingly important role.

39093-93-1, Thiomorpholine 1,1-dioxide is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,39093-93-1

Step 1: 2-bromo-5-iodopyridine (1.24 g, 4.35 mmol), thiomorpholine-1,1-dioxide (882 mg, 6.53 mmol) and NaOtBu (1 .04 g, 10.87 mmol) were charged to a screw cap tube, dry toluene (25 mL) was added and the mixture was degassed by nitrogen bubbling for 5 mm. Then XantPhos (250 mg, 0.44 mmol) and Pd2(dba)3 (200 mg, 0.22 mmol) were incorporated and the tube was closed under nitrogen atmosphere. The reaction mixture was stirred at rt for 4 days. EtOAc and water were added. The phases were separated. The organic layer was dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was absorbed on silica gel and purified by column chromatography eluting with CH2CI2 and a gradient of CH2CI2/MeOH from [100:0] to [95:5]. The product fractions were combined and concentrated to dryness to afford 4-(6-bromopyridin-3-yl)-1-thiomorpholine-1 ,1-dione Ex.36a (730 mg, 57percent) as yellow solid.

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Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (144 pag.)WO2018/138359; (2018); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Analyzing the synthesis route of 39093-93-1

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39093-93-1,Thiomorpholine 1,1-dioxide,as a common compound, the synthetic route is as follows.,39093-93-1

General procedure: Under nitrogen atmosphere, a mixture of bromide 19 (208mg, 0.58mmol), piperidine (165muL, 1.67mmol), and triethylamine (234muL, 1.68mmol) in DMF (3mL) was subjected to microwave irradiation at 90¡ãC for 5min. The mixture was allowed to cool to room temperature, and the organic solvents were evaporated in vacuo. The residue was purified on a Biotage? KP-NH cartridge (amino-modified silica gel) using cyclohexane/EtOAc in different proportions to afford to give the title compound as a clear yellowish oil (202mg, 100percent), which darkened on standing.

39093-93-1 Thiomorpholine 1,1-dioxide 6484228, aThiomorpholine compound, is more and more widely used in various.

Reference£º
Article; Petrov, Ravil R.; Knight, Lindsay; Chen, Shao-Rui; Wager-Miller, Jim; McDaniel, Steven W.; Diaz, Fanny; Barth, Francis; Pan, Hui-Lin; Mackie, Ken; Cavasotto, Claudio N.; Diaz, Philippe; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 881 – 907;,
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Simple exploration of 39093-93-1

As the paragraph descriping shows that 39093-93-1 is playing an increasingly important role.

39093-93-1, Thiomorpholine 1,1-dioxide is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

39093-93-1, Dissolved a mixture of 1 ,4-dibromobenzene (10.014 g, 42.4 mmol) and thiomorpholine 1 ,1 – dioxide (5.16 g, 38.2 mmol) in dioxane (150 mL), then added Pd(OAc)2 (959 mg, 4.24 mmol), BINAP (racemic) (2.64 g, 4.24 mmol), and CS2CO3 (41.48 g, 127 mmol). The reaction mixture was degassed several times then connected to a reflux condensor under nitrogen and heated to 100 ¡ãC for overnight. The reaction was cooled to RT then filtered through celite, and washed with EtOAc. The resulting solution was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (0-50percent EtOAc in hexanes) to yield the desired 4-(4-Bromophenyl)thiomorpholine 1 ,1 -dioxide as a light yellow solid. MS (ES, m/z): 292.1 (M + 1).

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Reference£º
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; PAONE, Daniel, V.; LI, Jing; GINNETTI, Anthony; FU, Jianmin; XU, Shimin; WO2015/123089; (2015); A1;,
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Thiomorpholine | C4H9NS – PubChem

Downstream synthetic route of 39093-93-1

The synthetic route of 39093-93-1 has been constantly updated, and we look forward to future research findings.

39093-93-1, Thiomorpholine 1,1-dioxide is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,39093-93-1

To the acetonitrile (7.4 mL) solution of thiomorpholine 1,1-dioxide (0.500 g, 3.70 mmol) in ice-cold condition, triphosgene (1.10 g, 3.70 mmol) was added under an argon gas atmosphere , and the mixture was stirred overnight at room temperature. Hexane was added to the reaction solution and a solid obtained by concentration is sonicated. The solid was collected by filtration, washed with hexane, and dried under reduced pressure,The title compound was obtained (white solid, 0.731 g, 3.70 mmol, quantitative).

The synthetic route of 39093-93-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem