Day: August 26, 2020

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.

[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).

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

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

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

To a solution of (E)-3-((lR,3aR,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-9-(4-(tert- butoxycarbonyl)phenyl)-5a,5b,8,8, 11 a-pentamethyl- 1 -(prop- l-en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-3a-yl)acrylic acid (100 mg, 0.16 mmol) and thiomorpholine 1,1- dioxide (25 mg, 0.19 mmol) in CH2CI2 (5 mL) was added DIPEA (0.14 mL, 0.78 mmol) followed by HATU (89 mg, 0.23 mmol). The solution was stirred at RT for 1 h. The reaction mixture was concentrated under reduced pressure. The crude mixture was purified on silica gel to give the title compound (115 mg, 97percent) as a solid. MS: m/e 758.6 (M+H)+, 2.80 min (method 1). XH NMR (400MHz, CHLOROFORM-d) delta 7.89 (d, J=8.3 Hz, 2H), 7.29 (d, J=14.3 Hz, IH), 7.17 (d, J=8.3 Hz, 2H), 6.31 (d, J=15.6 Hz, IH), 5.28 (d, J=4.5 Hz, IH), 4.74 (s, IH), 4.64 (s, IH), 4.20 – 4.04 (m, 4H), 3.17 – 3.01 (m, 4H), 2.57 (dt, J=l l. l, 5.9 Hz, IH), 2.10 (dd, J=l 7.2, 6.4 Hz, IH), 1.96 – 0.85 (m, 21H), 1.72 (s, 3H), 1.60 (s, 9H), 1.03 (s, 3H), 1.02 (s, 3H), 0.97 (s, 3H), 0.92 (s, 6H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Jie; CHEN, Yan; SWIDORSKI, Jacob; REGUEIRO-REN, Alicia; MEANWELL, Nicholas A.; (109 pag.)WO2016/77572; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.

To a solution of acid 1 (50 mg, 0.1 1 mmol) in DMF (1 mL) was added N- methylmorpholine (49 pL, 0.45 mmol) followed by PyBOP (87 mg, 0.17 mmol). The reaction mixture was stirred for 30 min at rt before addition of thiomorpholine-1 -oxide hydrochloride (35 mg, 0.22 mmol). After 3 h 30 min the reaction mixture was diluted with EtOAc (30 mL), washed with HCI solution (5%, 3 x 10 mL) and brine (10 mL), before being dried over MgS04, filtered and concentrated in vacuo. Purification by flash column chromatography with EtOAc/MeOH (1 :0 to 4:1 ) and subsequent trituration with Et20 afforded FU as pale beige solids (16 mg, 27%). (1390) LCMS (ES): Found 550.9 [M+Hf. (1391) 1H NMR (300 MHz, DMSO-cf6) d: 8.97 (d, J=1.5 Hz, 1 H), 8.86 (d, J=1.3 Hz, 1 H), (1392) 8.42 (dd, J=2.5, 1.4 Hz, 1 H), 8.33 (d, J=2.4 Hz, 1 H), 7.84 (d, J=1.5 Hz, 1 H), 7.75 (d, J=3.6 Hz, 1 H), 7.31 (d, J=3.8 Hz, 1 H), 5.76 (br s, 2H), 4.26-4.38 (m, 1 H), 3.79-3.93 (m, 1 H), 3.61 -3.76 (m, 1 H), 3.47-3.60 (m, 1 H), 2.82-3.05 (m, 3H), 2.71 -2.82 (m, 1 H). 19F NMR (282 MHz, DMSO-cf6) d: -64.80 (s, 3F).

With the rapid development of chemical substances, we look forward to future research findings about 76176-87-9

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

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

To a solution of tert-butyl 4-((lR,3aR,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)- 5a,5b,8,8,l la-pentamethyl-3a-(2-oxoethyl)-l-(prop-l-en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (50 mg, 0.082 mmol) in DCE (2 mL) was added acetic acid (0.014 mL, 0.245 mmol) and thiomorpholine 1,1-dioxide (25.4 mg, 0.188 mmol). The mixture became cloudy at first but turned into clear solution 10 min later. The mixture was stirred at RT for 2 hours. Sodium triacetoxyborohydride (86 mg, 0.408 mmol) was added, and the stirring was continued for 72 hours. The resulting mixture was diluted with saturated NaHCC (7 mL) and extracted with dichloromethane (3 x 7 mL). The combined organic layers were dried over anhydrous a2S04. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The crude product was purified on silica gel column, eluted with mixtures of hexane/acetone first, followed by MeOH/CLkCh to afford the title compound as a white solid (50 mg, 83percent). MS: m/e 732.73 (M+H)+, 3.01 min (method 6). NMR (400MHz, CHLOROFORM-d) delta 7.93 – 7.83 (m, 2H), 7.23 – 7.09 (m, 2H), 5.30 – 5.25 (m, 1H), 4.71 (d, J=2.0 Hz, 1H), 4.62 – 4.58 (m, 1H), 3.36 – 3.29 (m, 4H), 3.13 – 3.06 (m, 4H), 3.06 – 3.00 (m, 2H), 2.54 – 2.37 (m, 2H), 2.11 (dd, J=17.2, 6.4 Hz, 1H), 2.00 – 1.78 (m, 3H), 1.74 (m, 4H), 1.70 (s, 3H), 1.67 – 1.62 (m, 2H), 1.60 (s, 9H), 1.56 – 1.17 (m, 11H), 1.11 – 1.08 (m, 3H), 1.07 – 1.03 (m, 2H), 1.01 (s, 3H), 0.99 (s, 3H), 0.93 (s, 6H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Jie; CHEN, Yan; SWIDORSKI, Jacob; REGUEIRO-REN, Alicia; MEANWELL, Nicholas A.; (109 pag.)WO2016/77572; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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.

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).

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

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

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

2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1 eq) and DIPEA (2eq) were dissolved in DCM/MeOH (5:1 v:v) under N2 and thiomorpholine 1,1-dioxide (2 eq) wasadded portion wise. The resulting solution was stirred at room temperature for 16h. After this time,the reaction was complete. The solvent was evaporated. The compound was extracted with EtOAcand water, washed with brine and dried over anhydrous MgS04. Organic layers were filtered andevaporated. The final compound was isolated without further purification.

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

Reference£º
Patent; GALAPAGOS NV; VAN ‘T KLOOSTER, Gerben Albert Eleutherius; BRYS, Reginald Christophe Xavier; VAN ROMPAEY, Luc Juliaan Corina; NAMOUR, Florence Sylvie; WO2013/189771; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

A mixture of 2-bromo-5-iodopyridine (1.0 g), thiomorpholine 1,1-dioxide (0.51 g), tris(dibenzylideneacetone)dipalladium(0) (0.11 g), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.20 g), sodium tert-butoxide (0.85 g) and toluene (30 mL) was stirred under argon atmosphere at room temperature for 4 days. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (420 mg). MS(ESI+): [M+H]+ 290.9.

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

Dissolved a mixture of 1,4-dibromobenzene (10.0 14 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), BNAP (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 andheated 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 6.45 g (50percent) of the desired 4-(4-Bromophenyl)thiomorpholine 1,1-dioxide as a light yellow solid. MS (ES, m/z): 292.1 (M + 1).

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; PAONE, Daniel, V.; LI, Jing; GINNETTI, Anthony; LIM, John; FU, Jianmin; XU, Shimin; WO2015/54038; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76176-87-9,Thiomorpholine-1-oxide hydrochloride,as a common compound, the synthetic route is as follows.

TBTU (176 mg, 0.55 mmol) was added in one portion to a stirred solution of 8-(1-(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 MgSO4 and concentrated. The residue was purified by preparative HPLC. The fractions were evaporated to dryness, the residue was dissolved in DCM, dried over MgSO4 and concentrated. The remaining solid was triturated with diethyl ether, filtered, washed with diethyl ether and dried under vacuum at 50 C. to afford 8-[1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-6-(1-oxo-1,4-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)

76176-87-9 Thiomorpholine-1-oxide hydrochloride 20441479, aThiomorpholine compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; US2012/264731; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

4-Bromomethylbenzeneboronic acid pinacol ester (5.0 g,1.68 mmol), 1,1-dioxide thiomorpholine 2.74 g (2.02 mmol), and potassium carbonate (2.79 g, 2.02 mmol) were added to a flask and added with DMF (25mL). The mixture was stirred at 80oC for 4 hours. The reaction mixture was cooled to rt., and poured into ice water (125 mL), and stirred for 30 min. The mixture was filtered to give 4.72 g of the title compound as white solid (yield of 79.7%).

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

Reference£º
Patent; The National Institutes Of Pharmaceutical Research; YIN, Huijun; YAN, Xu; ZONG, Libin; TIAN, Weixue; ZHENG, Li; DOU, Haoshuai; YANG, Yan; (68 pag.)EP3556761; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem