Heterocyclic Building Blocks-Thiomorpholine

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

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.

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; SABOURAULT, Nicolas Luc; DE FAVERI, Carla; SHEIKH, Ahmad; US2015/225398; (2015); 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

Example 39Synthesis of 3-{3-[4-(1-Aminocyclobutyl)phenyl]-5-[3-(1,1-dioxidothiomorpholin-4-yl)phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}pyridin-2-amine trihydrochloride Step 14-(3-Bromophenyl)thiomorpholine 1,1-dioxideA mixture of 1,3-dibromobenzene (242 muL, 2.00 mmol), thiomorpholine 1,1-dioxide (270 mg, 2.00 mmol), Pd2(dba)3 (45.8 mg, 0.0500 mmol), rac-BINAP (96.3 mg, 0.150 mmol) and NaOtBu (231 mg, 2.40 mmol) in toluene was heated at 80¡ã C. for 11 hours under nitrogen. After cooling to room temperature, the mixture was diluted with DCM and filtered through a Celite pad. The combined filtrate and washings were concentrated. The residue was purified by silica gel column chromatography (EtOAc/hexane=90:10–>80:20–>75:25) to afford desired product (281 mg, 48.4percent) as pale yellow solid.400 MHz 1H-NMR (CDCl3) delta: 7.16 (t, J=8.4 Hz, 1H), 7.07-7.02 (m, 2H), 6.85-6.80 (m, 1H), 3.95-3.76 (m, 4H), 3.20-3.02 (m, 4H).

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; ArQuele, Inc.; US2012/329791; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

3-(3-Chlorophenyl)thiomorpholine, 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., 864685-25-6

Example 297: 3-ri-fethylsulfonyl)-4-piperidinv?-5-r3-(3-thiomorphoiinyl)phenv?-1 H- indole-7-carboxamide trifluoroacetate; To a solution of 3-[1 -(ethylsulfonyl)-4-piperidinyl]-5-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1 H-indole-7-carboxamide (60 mg, 0.13 mmol) in dioxane (1.5 mL) and water (0.5 mL) was added 3-(3-chlorophenyl)thiomorpholine (84 mg, 0.39 mmol) and potassium carbonate (107.6 mg, 0.78 mmol). This mixture was degassed for 5 min then tetrakis(triphenylphosphine)palladium(0) (14.0 mg, 0.013 mmol) was added. The resulting mixture was reacted in a microwave for 30 min at 160 C. The solid was filtered off and all solvents were evaporated. The resulting solution was re-dissolved in dichloromethane and separator was used to remove water. The mixture was concentrated to give organic solvent and then purified by Gilson Preparatory HPLC to give 7.4 mg of the title compound (11 %). LC/MS = m/z 513.4 [M+H] Ret. Time: 1.54

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 864685-25-6. We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/5534; (2007); A2;,
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.

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

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/9964; (2010); 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

Trifluoro-methanesulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester (Compound B1, 30 mg, 0.069 mmol) was dissolved in 1,4-dioxane (1 mL), added with thiomorpholine 1,1-dioxide (19 mg, 2 eq.), Pd2 (dba)3 (6.3 mg, 0.1 eq.), BINAP (8.6 mg, 0.2 eq.) and K3PO4 (29 mg, 2 eq.), and stirred at 100¡ã C. overnight. The reaction solution was added to water, and then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the target compound (white powder, 2.1 mg, 7percent). 1H-NMR (270 MHz, DMSO-d6) delta: 8. 29 (1H, d, J=8.6 Hz), 8. 07 (1H, d, J=8. 9 Hz), 8.00 (1H, s), 7. 55 (1H, dd, J=8. 5, 1. 7 Hz), 7. 34 (1H, d, J=2. 0 Hz), 7. 15 (1H, dd, J=9.1, 2.7 Hz), 4. 01 (4H, s), 3. 16 (4H, s), 1. 77 (6H, s).LCMS: m/z 420 [M+H]+

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; Chugai Seiyaku Kabushiki Kaisha; US2012/83488; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

20196-21-8, 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., 20196-21-8

Preparation 5 4-(4-Trifluoromethylphenyl)-thiomorpholin-3-one A mixture of thiomorpholin-3-one (500 mg, 4.27 mmol), 4-trifluoromethyl-1-iodobenzene (1.25 mL, 8.5 mmol) and copper metal (814 mg, 12.8 mmol) was heated in a sealed glass tube at 185-200 C. for 18 hours. The residue was then purified by flash chromatography to give 260 mg of the title product as a white solid. M.p. 85-87 C. Mass spectrum 262 (M+1). 1H-NMR (CDCl3, 400 MHz) d 7.62 (2H, d), 7.37 (2H, d), 3.97 (2H, t), 3.43 (2H, s), 3.01 (2H, t).

According to the analysis of related databases, 20196-21-8, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Pfizer INC; US6423708; (2002); B1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 128453-98-5, name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. A new synthetic method of this compound is introduced below. 128453-98-5

INTERMEDIATE 55: 1, 1-DIOXO-LA6-THIOMORPHOLINE-3, 4- dicarboxylic acid 4-TERT-BUTYL ester [00193] Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in ET20 (8 ML). To the solution was added MCPBA (172 mg, 0.994 mmol), followed later by a second portion of MCPBA (84 mg, 0.485 mmol). The precipitate which formed was filtered, washed with Et20 and dried to yield a white solid of 1, 1- DIOXO-LA6-THIOMORPHOLINE-3, 4-dicarboxylic acid 4-tert-butyl ester (74 mg).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Reference£º
Patent; MILLENIUM PHARMACEUTICALS, INC.; WO2004/92167; (2004); 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

To a solution of thiomorpholine 1,1-dioxide (37.4 mg, 0.277 mmol) in ethanol (1 mL) was added (S)i sopropyl 2-(6-(bromomethyl)-4-(4,4-dimethylpiperidin- l-yl)-5 -(2-(4-fluoro-2- methylbenzyl)- 1,2,3 ,4-tetrahydroi soquinolin-6-yl)-2-methylpyridin-3 -yl)-2-(tert-butoxy)acetate (20 mg, 0.028 mmol) and the resulting mixture was stirred at room temp for 16 h. Mixture was then treated with iON NaOH (0.028 mL, 0.277 mmol) at 80 ¡ãC for 4 h. Mixture was then cooled and purified by prep HPLC to afford (S)-2-(tert-butoxy)-2- (4-(4,4-dimethylpiperidin- 1 -yl)-6-((1, 1 -dioxidothiomorpholino)methyl)-5-(2-(4-fluoro-2- methylbenzyl)- 1,2,3 ,4-tetrahydroi soquinolin-6-yl)-2-methylpyridin-3 -yl)acetic acid (15.8mg, 0.021 mmol, 78 percent yield). ?HNMR (500MHz, DMSO-d6) oe 7.40-7.27 (m, 1H),7.25 -7.15 (m, 1H), 7.14-6.96 (m, 3H), 6.90 (br. s., 1H), 5.79 (br. s., 1H), 3.61 (br. s.,4H), 3.47 – 3.34 (m, 3H), 3.34 – 3.18 (m, 2H), 2.94 (br. s., 2H), 2.84 (d, J=9.9 Hz, 3H),2.77 – 2.68 (m, 6H), 2.47 (s, 3H), 2.36 (br. s., 3H), 2.12 (br. s., 1H), 1.89 – 1.79 (m, 1H),1.49 (br. s., 1H), 1.35 – 1.14 (m, 2H), 1.12 (s, 9H), 1.06-0.91 (m, 1H), 0.85 (br. s., 3H),0.61 (br. s., 3H). LCMS (M+H) = 735.1.

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; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PATEL, Manoj; SIVAPRAKASAM, Prasanna; TU, Yong; (275 pag.)WO2017/25915; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

20196-21-8, 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., 20196-21-8

In the same manner, 4-(3,4-dichlorobenzyl)-thiomorpholin-3-one was prepared in 89% yield from 3,4-dichlorobenzyl bromide and thiomorpholin-3-one as a white solid. M.p. 86-87 C. 1H-NMR (CDCl3, 400 MHz) d 7.38 (1H, d), 7.33 (1H, d), 7.10 (1H, dd), 4.56 (2H, s), 3.55-3.51 (2H, m), 3.37 (2H, s), 2.81-2.76 (2H, m).

According to the analysis of related databases, 20196-21-8, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Gibbs, Megan Ann; Howard, Harry Ralph; Sprouse, Jeffrey Scott; Schachter, Joel Barry; Chappell, Phillip Branch; US2002/49214; (2002); A1;; ; Patent; Pfizer INC; US6423708; (2002); B1;,
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

Trifluoroacetic acid (4 mL, 23.5 mmol) was added to a stirred solution of (R)-4-(tert- butoxycarbonyl)thiomorpholine-3-carboxylic acid (1.0 g, 4.05 mmol) in CH2CI2 (20 mL), and the reaction mixture was stirred at room temperature for 2 h. Volatile byproducts were removed at reduced pressure and the residue was concentrated from toluene (2 x 20 mL) and dried under high vacuum for 30 min. The crude residue was dissolved in 1,4-dioxane (10 mL) and water (10 mL) was added followed by NaHCC (1.02 g, 12.15 mmol) and a solution of FMOC-C1 (1.04 g, 4.05 mmol) in 1,4-dioxane (10 mL). The reaction mixture was stirred at room temperature for 16 h. The mixture was concentrated under reduced pressure to remove volatile organic solvent and the residue was washed with MTBE (2 x 20 mL). The aqueous layer was acidified with IN aqueous HC1 to pH 2 and extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine solution (50 mL), dried over anhydrous a2S04, filtered and concentrated. The residue was purified by reverse phase column chromatography (CI 8; eluent: 10-100% acetonitrile/water) to afford the title compound (1.00 g) as a white semi-solid.

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; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem