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.

Step 1. In a 25 mL round-bottomed flask, 6-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (420 mg, 1.19 mmol, Eq: 1.00) and thiomorpholine 1,1-dioxide (482 mg, 3.57 mmol) were combined with toluene (3 ml) to give a yellow solution. Bis(tri-tert-butylphosphine)palladium(0) (60.7 mg, 119 mumol) and sodium tert-butoxide (400 mg, 4.16 mmol, Eq: 3.5) were added. The reaction mixture was heated to 80¡ã C. and stirred for 1 h. The reaction mixture was poured into 20 mL sat NaCl and extracted with EtOAc (3.x.20 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 40 g, 20percent to 40percent EtOAc in hexanes) to give 6-(1,1-Dioxo-1lambda*6*-thiomorpholin-4-yl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (327 mg, 68percent) as a yellow oil that solidified as off white solid upon standing.

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

Reference£º
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); A1;,
Thiomorpholine – Wikipedia
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Brief introduction of 39093-93-1

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

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

c. Preparation of 1,1-dioxo-1lambda6-thiomorpholine-4-carboxylic acid 3-chloropropyl ester In a 500 mL flask, thiomorpholine dioxide (13.5 g, 100 mmol) was dissolved in dichloromethane (150 mL) at room temperature and N,N-diisopropylethylamine (19.2 mL, 110 mmol) was added. After stirring at room temperature for 10 min, the reaction mixture was cooled in an ice bath to approximately 5¡ã C. To the reaction mixture, was added 1-chloro-3-chloromethoxypropane (11.8 mL, 100 mmol) via addition funnel at a rate which maintained the reaction temperature below 10¡ã C. When the addition was complete, the reaction mixture was allowed to warm to room temperature. The reaction mixture was washed with water (2*100 mL), and the organic phase dried over anhydrous sodium sulfate (25 g). After filtration, the solvent was removed by distillation to yield the title compound as an oily solid that solidified upon standing (24.0 g, 94percent yield).

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

Reference£º
Patent; THERAVANCE, INC.; US2007/117796; (2007); A1;,
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

To a solution of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-(aziridin-1-yl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one (4.0 g, 8.85 mmol) and thiomorpholine 1,1-dioxide (4.79 g, 35.4 mmol) in toluene (30 mL) was added boron trifluoride diethyl etherate (1 mL in 100 mL of toluene, mL) forming a yellow suspension. The mixture was sonicated for 2 min, then stirred at RT for 5 days. The reaction mixture was diluted with EtOAc (200 mL), washed with NaHCO3 (200 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by a silica gel column (160 gm) eluted with 20-50percent of EtOAc/Hexane to give desired ketone (2.95 g, 57percent) as a solid. MS: m/e 587.5 (M+H)+, 2.39 min (method 4). 1H NMR (400 MHz, CHLOROFORM-d) delta 4.74-4.70 (m, 1H), 4.62-4.59 (m, 1H), 3.11-2.99 (m, 7H), 2.72-2.36 (m, H), 1.98-0.82 (m. 23H), 1.69 (s, 3H), 1.08 (s, 6H), 1.04 (s, 3H), 0.98 (s, 3H), 0.95 (s, 3H).

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

Reference£º
Patent; Swidorski, Jacob; Chen, Yan; Sit, Sing-Yuen; Meanwell, Nicholas A.; Regueiro-Ren, Alicia; Chen, Jie; US2014/243298; (2014); A1;,
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

1-acetyl-6-bromoindolin-3-one (1 g, 4 mmol)And 1,1-dioxothiomorpholine (0.7g, 4mmol) dissolved In 1,2-dichloroethane (30 mL),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 (0.92 g, 92percent) was obtained.

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

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

A mixture of 1 ,4-dibromobenzene (118 mg, 0.5 mmol), thiomorpholine- 1,1 -dioxide (68 mg, 0.5 mmol), Pd2dba3 (12 mg, 2.5molpercent), BINAP (24 mg, 7.5 molpercent), sodium 2-methylpropan-2-olate (72 mg,0.75 mmol) and toluene (2 mL) was stirred at 800C for overnight. The reaction mixture was cooled down to room temperature and worked-up. The residue was purified on slilica gel flash column chromatography(eluent: 0-50percent EtOAc in hexane) to afford 4-(4-bromophenyl)thiomorpholine- 1,1 -dioxide as a white solid.

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

Reference£º
Patent; IRM LLC; CHE, Jianwei; DING, Qiang; HE, Xiaohui; LIU, Hong; LIU, Yahua; MICHELLYS, Pierre-Yves; OKRAM, Barun; WU, Xu; YANG, Kunyong; ZHU, Xuefeng; WO2011/14795; (2011); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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.

Preparation 75: 4-(3-Methoxy-4-nitrobenzyl)thiomorpholine-1 ,1 -dioxide; [00245] Thiomorpholine 1 ,1 -dioxide (0.242g, 1 .788mmol) and triethylamine (0.19ml_, 1 .341 mmol) were added to a solution of 4-(bromomethyl)-2-methoxy-1 -nitrobenzene (Preparation 74, 0.22g, 0.894mmol) in THF (2.2ml_). The reaction mixture was stirred overnight at room temperature before being concentrated under reduced pressure and purified via Biotage silica gel column chromatography eluting with (DCM/EtOAc 99/1 to 90/10) to afford the title product as a white solid (242mg, 90percent). 1 H NMR (500 MHz, CDCI3): delta 3.00-3.04 (m, 4H), 3.09-3.12 (m, 4H), 3.71 (s, 2H), 3.98 (s, 3H), 7.01 (m, 1 H), 7.09 (m, 1 H), 7.84 (d, J = 8.2Hz, 1 H). LC (Method C)-MS (ESI, m/z) fR 2.03 min, 301 [(M+H+), 100percent].

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

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BAVETSIAS, Vassilios; ATRASH, Butrus; NAUD, Sebastien Gaston Andre; SHELDRAKE, Peter William; BLAGG, Julian; WO2012/123745; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 39093-93-1

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

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.

4-bromomethylphenylboronic acid pinacol ester (50.00 g, 16.84 mmol), 1,1-dioxide thiomorpholine(27.36 g, 20.24 mmol), potassium carbonate (27.92 g, 20.20 mmol) was added to a reaction flask, 250 mL of N,N-dimethylformamide was added, and the reaction was stirred at 80 C. for 4 hours. After cooling to room temperature, the reaction solution was poured into 1250 mL of ice water, stirred for 30 minutes, and the title product was collected by suction filtration. The white solid was 47.2 g, and the yield was 79.7%.

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

Reference£º
Patent; China Pharmaceutical Research And Development Center Co., Ltd.; Yin Huijun; Yan Xu; Zong Libin; Dong Liuxin; Han Yachao; Xi Qingchuan; Dou Haoshuai; Yang Yan; (48 pag.)CN107759587; (2018); A;,
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

A) 1,1-Dioxo-thiomorpholine-4-carbonyl Chloride To a solution of thiomorpholine 1,1-dioxide (0.181 g, 0.00105 mol) in dry THF (5 mL) was added DIPEA (0.3 mL, 0.00191 mol) at 0¡ã C. To the resulting mixture was added triphosgene (0.11 g, 0.00037 mol) and the mixture was stirred for 2 h at ambient temperature.

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

Reference£º
Patent; Kilburn, John Paul; Andersen, Henrik Sune; Kampen, Gita Camilla Tejlgaard; Ebdrup, Soren; US2009/118259; (2009); 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

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).

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

Reference£º
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;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 39093-93-1

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

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.

A mixture isopropyl 4-((lr,4r)-4-(5-chloropyrazin-2-yloxy)cyclohexyloxy)piperidine-l- carboxylate (50 mg, 0.126 mmol), diacetoxypalladium (2.8 mg, 0.013 mmol), thiomorpholine- 1 ,1-dioxide (17 mg, 0.126 mmol), sodium 2-methylpropan-2-olate (29 mg, 0.302 mmol), and l ,l’-3/4w(di-t-butylphosphino)ferrocene (12 mg, 0.025 mmol) in 1 ,4-dioxane (0.8 mL) was heated at 100 ¡ãC for 1 h under microwave irradiation. LCMS showed product had formed and no starting material remained. Water was added to the reaction mixture and it was extracted with DCM (3 x 15 mL). The organic layer was rinsed with brine, dried with Na2S04 and concentrated to give a brown oil. The brown oil was purified using Biotage.(TM). flash chromatography and a 25 g SNAP.(TM). column, 20-100percent EtOAc-hexanes, 15 column volumes. Fractions containing product were combined and concentrated to give the title compound (25 mg, 0.050 mmol, 40.1 percent yield) as a light brown solid. ‘H NMR (CDCI3 , 400 MHz) delta 1.23 (d, J = 4 Hz, 6H), 1.46-1.55 (m, 6H), 1.77-1.82 (m, 2H), 1.96-2.01 (m, 2H), 2.09-2.14 (m, 2H), 3.06 (t, J = 4Hz , 4H), 3.09-3.16 (m, 2H), 3.48-3.52 (m, 1H), 3.54-3.59 (m, 1H), 3.78-3.84 (m, 2H), 4.06 (t, J = 4Hz , 4H), 4.85-4.94 (m, 2H), 7.73 (s, 1H), 7.82 (s, 1H), LCMS m/z: 497.6 [M+H]+.

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

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem