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: C8H14ClNO230,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

Step g: crystalline (U-dioxo-1 6-thiomorpholin-4-yl)-{6-r3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxyl-pyridin-3-yl|-methanone in anhydrous polymorphic form A (Form A ({drug4a})) To a solution of 6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (99 mg, 0.33 mmol (69 mg, 0.2 mmol)) in DMF (300 mu) were added 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), N,N-diisopropyl ethyl amine (171 mul, 1.0 mmol) and thiomorpholine-S,S-dioxide (17.3 mul, 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 (73 mg, 55%) as a white solid. MS: m/e = 446.1 [M+H]+.

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

Reference£º
Patent; IP Gesellschaft fuer Management mbH; Trinius, Frank; EP2792360; (2014); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

Example 5; l-(5-tert-Butyl-3-(thiomorpholine-l,l-dioxide-4-carbonyl)thiophen-2-yl)-3-(4-(2- (methylcarbamoyl)pyridin-4-yloxy)phenyl)urea [0228] To a solution of 6-tert-butyl-l/f-thieno[2,3-cTj[l,3]oxazine-2,4-dione (3.7 g, 15 mmol) in dioxane (30 mL) was added 4-(4-aminophenoxy)-N-methylpicolinamide (3.4 g, 14 mmol), and the reaction mixture was heated at 90 0C for 4 h. The volatiles were evaporated under reduced pressure to give the crude product which was used in the next step without further purification. EPO [0229] To a solution of 5-tert-butyl-2-(3-(4-(rhoyridin-4-yloxy)rhohenyl)ureido)thiorhohene-3- carboxylic acid (ca 14 mmol) in THF (70 mL) were added thiomorpholine 1,1 -dioxide (2.27 g, 16.8 mmol, 1.2 eq), HOBt (2.08 g, 15,4 mmol, 1.1 eq), EDCI (3.22 g, 16.8 mmol, 1.2 eq), and the mixture was stirred at room temperature for 16 h. The volatiles were evaporated under reduced pressure to give the crude product which was extracted with saturated sodium bicarbonate (3 x 40 mL) and ethyl acetate (150 mL). The organic layer was dried and diluted with ethanol (40 mL). Upon concentration of the solution using rotary evaporator, precipitation of solid occurred. The solid was digested with ethanol (70 mL), filtered, washed with ethanol to give the product which was dried under vacuum at 70 0C for 24 h. (yield = 7.2 g, 82percent). 1H NMR (400 MHz, DMSOd6) delta 9.89 (s, IH), 9.63 (s, IH), 8.73 (m, IH), 8.47 (d, J = 6.8 Hz, IH), 7.54 (d, J = 8.8 Hz, 2H), 7.35 (d, J = 2.8 Hz, IH), 7.13 (d, J = 8.8 Hz, 2H), 7.11 (m, IHO, 6.65 (s, IH), 3.93 (m, 4H), 3.27 (m, 4H), 2.75 (d, J = 5.2 Hz3 3H), 1.30 (s, 9H).

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

Reference£º
Patent; LOCUS PHARMACEUTICALS, INC.; MOORE, JR., William, R.; SPRINGMAN, Eric; MICHELOTTI, Enrique; WO2006/62984; (2006); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Downstream synthetic route of Thiomorpholine 1,1-dioxide

With the synthetic route has been constantly updated, 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: C8H14ClNO313,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

To a solution of 2-(4-(bromomethyl)phenyl)-4,4,5 ,5 -tetramethyl- 1,3,2-dioxaborolane (0.50 g, 1.68 mmol) in DMF (8 mL) were added K2C03 (0.58 g, 4.21mmol) and thiomorpholine 1,1-dioxide (0.27 g, 2.02 mmol). The reaction mixture was stirred at rt for 2 h. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated and washed with brine, dried over MgSO4. The filtrate was concentrated in vacuo to give the title compound as a white solid (0.53 g, 89%). ?H NMR(DMSO-d6) oe 7.65 (d, J= 8.1 Hz, 2 H), 7.35 (d, J= 7.9 Hz, 2 H), 3.68 (s, 2 H), 3.16 -3.01 (m, 4 H), 2.85 (dd, J 6.2, 4.0 Hz, 4 H), 1.29 (s, 12 H); MS(ESIj mlz 352.1 (M + H).

With the synthetic route has been constantly updated, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; KIM, Kyoung S.; ZHANG, Liping; PURANDARE, Ashok Vinayak; SEITZ, Steven P.; WO2015/77193; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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: C8H14ClNO141,mainly used in chemical industry, its synthesis 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.

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

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

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

[3712] A solution of methyl 3-fluoi -4-(( l -mf.i yl- l H-indazol-7-yl)amino)methyl)benzoate (0.384 g, 1.226 mmol), N,N-diisopropylethylamine (1.281 mL, 7.353 mmol) and triphosgene (0.182 g, 0.613 mmol) in dichloromethane (5 mL) was stirred at the room temperature for 30 min, and mixed with thiomorpholine 1 , 1-dioxide (0.166 g, 1.226 mmol). The reaction mixture was stirred at the same temperature for additional 18 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The bi-phasic mixture was passed through a plastic frit to remove the solid residues and aqueous layer, and the organic layer collected was concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; methanol / dichloromethane = 0 percent to 5 percent) to give methyl 3-fluoro-4-((N-( 1 -methyl- 1 H-indazol-7-y 1)- 1 , 1 -dioxidothiomorpholine-4-carboxamido )methyl)benzoate as pale yellow oil (0.510 g, 87.7 percent).

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

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; KIM, Yuntae; LEE, Chang Sik; SONG, Hyeseung; GWAK, Dal-Yong; LEE, Jaeyoung; OH, Jung Taek; LEE, Chang Gon; KIM, II Hyang; (1041 pag.)WO2017/23133; (2017); A2;,
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

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.

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

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

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 2 Preparation of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one 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, 10 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).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Swidorski, Jacob; Meanwell, Nicholas A.; Regueiro-Ren, Alicia; Sit, Sing-Yuen; Chen, Jie; Chen, Yan; US2013/210787; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Downstream synthetic route of Thiomorpholine 1,1-dioxide

With the synthetic route has been constantly updated, 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: C8H14ClNO283,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

[0162] 2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane (1 eq) and DIPEA (2 eq) are dissolved in DCM/MeOH (5: 1 v:v) under N2 and thiomorpho line 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 MgSO i. Organic layers are filtered and evaporated. The final compound is isolated without further purification.

With the synthetic route has been constantly updated, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

Reference£º
Patent; GALAPAGOS NV; WIGERINCK, Piet, Tom, Bert, Paul; VAN ‘T KLOOSTER, Gerben, Albert, Eleutherius; (142 pag.)WO2016/165952; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

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%.

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

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

Share a compound : 39093-93-1

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

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

Example 1. Preparation of Compound 1 1.1. Route 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.

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

Reference£º
Patent; DE WEER, Marc Maurice Germain; VRIELYNCK, Sara Bertha Camiel; SABOURAULT, Nicolas Luc; MOESCHWITZER, Jan Peter; US2015/224199; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem