Heterocyclic Building Blocks-Thiomorpholine

39093-93-1, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 39093-93-1

Thiomorpholine 1,1-dioxide (2.00 g, 14.8 mmol) was dissolved in THF (20 mL) at 0 ¡ãC. Di-tert-butyl dicarbonate (3.55 g, 16.3 mmol) was added, followed by triethylamine (4.12 mL, 29.6 mmol). The resulting mixture was stirred at room temperature overnight. It was diluted with EtOAc and washed with brine. The organic layer was dried over MgS04 and concentrated. The crude residue obtained was subjected to purification on the ISCO using an 80 g column and eluting with 0-70percent EtOAc/hexanes (5percent KMnCn aq. was used in staining the TLC plates). The appropriate fractions were combined and concentrated to obtain (3.46 g, 99percent) of the title compound. NMR (400MHz, CDCh) delta 4.00 – 3.89 (m, 4H), 3.06 – 2.97 (m, 4H), 1.51 (s, 10H)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 39093-93-1, we look forward to future research findings about .

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;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

76176-87-9, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route., 76176-87-9

To a suspension of Intermediate 36 (100 mg, 0.24 mmol, 1 .0 eq) in CH2CI2 (10mL) was added thiomorpholine-1-oxide hydrochloride (112 mg, 0.72 mmol, 3.0eq) and sodium acetate (59 mg, 0.72 mmol, 3.0 eq). The reaction mixture washeated to reflux for 2 h, cooled to rt and sodium triacetoxyborohydride (102 mg,0.72 mmol, 2.0 eq) added in one portion. After 16 h at rt, the reaction mixture was partitioned between water (10 mL) and CH2CI2 (15 mL). The aqueous phase was re-extracted with CH2CI2 (2 x 15 mL) and the combined organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue (157mg) was purified by flash chromatography with EtOAc/MeOH (1:0-4:1) to affordExample AK as pale yellow solids (91 mg, 73 %) 1H NMR (DMSO-d5) oH. 11.32 (brs, 1H), 8.83 (d, J=1.9 Hz, 1H), 8.71 (d, J=1.9Hz, 1H), 8.28 (d, J=7.5 Hz, 1H), 7.43-7.66 (m, 3H), 7.26 (t, J=7.7 Hz, 1H), 3.97-4.13 (m, 4H), 3.79-3.93 (m, 6H), 2.94 (quin, J=10.3 Hz, 4H), 2.66-2.83 (m, 4H).MS (ESj 519.0 [M+H].

According to the analysis of related databases, 76176-87-9, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; SILVA, Franck Alexandre; CECIL, Alexander Richard Liam; ALEXANDER, Rikki Peter; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; (123 pag.)WO2017/29521; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

39093-93-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

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

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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
Thiomorpholine | C4H9NS – PubChem

39093-93-1, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route., 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).

According to the analysis of related databases, 39093-93-1, the application of this compound in the production field has become more and more popular.

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

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

To a solution of 4-(tert-butoxycarbonyl)thiomorpholine-2-carboxylic acid (0.8 g, 3.24 mmol) in anhydrous THF (20 mL) was added slowly at 0 C. BH3 solution (1 M in THF, 13.2 mL). The reaction mixture was stirred at RT overnight then quenched with saturated NaHCO3 (50 mL). The aqueous layer was extracted with EtOAc (2¡Á50 mL). The combined organic layers were washed with brine and dried (MgSO4), filtered and concentrated in vacuo to afford tert-butyl 2-(hydroxymethyl)thiomorpholine-4-carboxylate (0.75 g, crude) as colorless oil, which was used without further purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Adding a certain compound to certain chemical reactions, such as: Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 39093-93-1,the Thiomorpholine, compound., 39093-93-1

A mixture of thiomorpholine 1,1-dioxide (270 mg, 2.0 mmol) in DMF (10 ml) was prepared at room temperature and sodium hydride (60 wtpercent in oil, 96 mg, 2.40 mmol) added in one portion and the mixture stirred at room temperature for 1h. 1-Bromo-4-(bromomethyl)benzene was then added in one portion and the mixture stirred overnight for 17.5 h under argon. The mixture was then quenched with saturated aqueous ammonium chloride solution (10 ml) and diluted with ethyl acetate (30 ml). The mixture was partitioned and the aqueous layer removed. The organic layers were then washed with 5percent aqueous lithium chloride solution (2x 10 ml), brine (10 ml), dried over magnesium sulphate and the solvent removed under reduced pressure. The crude product was then purified by column (0-5percent methanol/dichloromethane) to afford 4-(4- bromobenzyl)thiomorpholine 1,1-dioxide as a colourless solid (283 mg, 0.93 mmol,47percent). 1H NMR (500 MHz; CDCl3) delta 2.98 (brs, 4H), 3.06 (brs, 4H), 3.60 (5, 2H), 7.20 (d, 2H, J 8.1 Hz), 7.47 (d, 2H, J= 8.3 Hz) ppm.Purity by LCMS (UV Chromatogram, 190-450nm) 95percent, rt = 5.0 min m/z 306 (M+H)+, 39093-93-1

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference£º
Patent; UNIVERSITY OF DUNDEE; GILBERT, Ian Hugh; NORCROSS, Neil; BARAGANA RUIBAL, Beatriz; PORZELLE, Achim; WO2013/153357; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

39093-93-1, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route., 39093-93-1

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).

According to the analysis of related databases, 39093-93-1, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Nettekoven, Matthias; Plancher, Jean-Marc; Richter, Hans; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Taylor, Sven; US2007/123526; (2007); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 114525-81-4, name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 114525-81-4

To a 25mL round bottom flask, Intermediate 7 (540 mg, 1.45 mmol), Intermediate 9 (359 mg, 1.45 mmol), EDCI (418 mg, 2.18 mmol), HOBt (294 mg, 2.18 mmol), DIEA (374 mg, 2.9 mmol) and tetrahydrofuran (9 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate), to give 688 mg of a white foamy solid product, yield 78.8%. [0081] 1H-NMR (400 MHz, CDCl3) delta ppm: 7.42 (1H, d, J = 1.12 Hz), 7.27 (2H, m), 5.75 (1H, s), 5.19 (1H, s), 4.58 (2H, s), 3.95-3.44(10H, brm), 3.12 (1H, m), 2.82 (2H, m), 2.43 (2H, m), 1.92 (9H, s); EI-MS (m/z): 601.1 [M+H]+., 114525-81-4

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 114525-81-4, we look forward to future research findings about .

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; Peking University; LI, Song; WANG, Ying; XIAO, Junhai; MA, Dalong; GONG, Hongwei; QI, Hui; WANG, Lili; LING, Xiaomei; ZHENG, Zhibing; ZHANG, Yang; ZHONG, Wu; LI, Meina; XIE, Yunde; XU, Enquan; LI, Xingzhou; MA, Jing; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; LIU, Hongying; EP2805947; (2014); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39093-93-1, name is Thiomorpholine 1,1-dioxide. This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 39093-93-1

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.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 39093-93-1, we look forward to future research findings about .

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

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact.39093-93-1, Thiomorpholine 1,1-dioxide it is a common compound, a new synthetic route is introduced below., 39093-93-1

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.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 39093-93-1, and friends who are interested can also refer to it.

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