Simple exploration of 6436-59-5

The synthetic route of 6436-59-5 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.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

6436-59-5, A solution of 2-methyl-thiazole-4-carboxylic acid ethyl ester (1.26g, 7.36 mmol) in ethyl ether (10 mL) was cooled to -78 C and treated with a solution of LAH (0.83g, 21.9 mmol) in dry THF (30 mL) added dropwise over 10 min. After 3 hours, at -78 C, the mixture was quenched with sat. Na2S04 (app. 20 mL). The mixture was allowed to warm up to 22 C and was extracted with ethyl ether (4 x 50 mL). The combined extracts were washed with brine, dried over anhydrous MgS04 and concentrated to give an oil. Filtration on a silica gel pad (3 x 7 cm) and elution with ethyl acetate gave an oil which was distilled to afford the title material (0.664g, 70%) as an oil which crystallized. B.p. 60-70 C / 0.2 torr. HRMS(ESI) calcd for C5H8NOS [M+H]+ m/z 130.0321, found 130.0342. 1H NMR (CDCl3, 600 MHz) delta 6.99 (d, J= 0.8 Hz, 1H), 4.70 (s, 1H), 2.98 (br s, 1H), 2.68 (s, 3H).

The synthetic route of 6436-59-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 6436-59-5

As the paragraph descriping shows that 6436-59-5 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.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

6436-59-5, Production Example 49; To a solution of ethyl 2-methyl-1,3-thiazole-4-carboxylate (14.53 g) in MeCN (150 mL) was added NBS (22.66 g), followed by heating under reflux for 3 hours. To the reaction mixture was added NBS (7.55 g), followed by heating under reflux for 2 hours. Under ice-cooling, to the reaction mixture was added a saturated aqueous NaHCO3 solution, followed by stirring for 5 minutes, and then extraction with EtOAc. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (hexane:EtOAc = from 100:0 to 60:40) to obtain ethyl 5-bromo-2-methyl-1,3-thiazole-4-carboxylate (8.52 g) as a yellow solid.

As the paragraph descriping shows that 6436-59-5 is playing an increasingly important role.

Reference£º
Patent; Astellas Pharma Inc.; EP2119716; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 6436-59-5

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

A solution of ethyl 2-methylthiazole-4-carboxylate (1.00 g, 5.8 mmol) in toluene (18 mL) at -78 C. was treated dropwise with a diisobutyl aluminum hydride solution in dichloromethane (11.1 mL, 1 M) over 30 minutes, stirred at -78 C. for 4 hours, quenched with acetic acid (0.46 mL), warmed to 25 C. and concentrated. The concentrate was treated with dichloromethane and Rochelle’s salt, stirred vigorously until a clear, two-phase solution formed (approximately 10 minutes). The layers were separated and organic layer was washed with 10% NaHCO3, brine, dried over Na2SO4, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 14% ethyl acetate in hexanes to give the title compound (0.28 g, 38% yield)., 6436-59-5

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Kempf, Dale J.; Klein, Larry L.; US2005/131017; (2005); A1;,
Thiazole | C3H3NS – PubChem
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Analyzing the synthesis route of 6436-59-5

As the paragraph descriping shows that 6436-59-5 is playing an increasingly important role.

6436-59-5, Ethyl 2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 46 Ethyl 2-methyl-1 ,3-thiazole-4-carboxylate [6436-59-5] (5.0g, 29.2mmol) was dissolved in acetonitrile (50ml_). To this, NBS (5.7g, 32.03mmol) was added at room temperature and the mixture heated at reflux for 2 hours. To this, NBS (2.5g, 14.05mmol) was added and the mixture heated at reflux for 2 hours. To this, NBS (2.5g, 14.05mmol) was added and the mixture heated at reflux for 18 hours. The mixture was diluted with saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was dried with MgS04, filtered and concentrated in vacuo to dryness. The residue was purified by chromatography on silica eluting with 0-50% ethyl acetate/cyclohexane. The fractions containing the desired product were combined and the solvents removed by evaporation in vacuo to give Intermediate 46 (1.58g) as a cream solid. LCMS (Method 2) Rt 2.88 min; m/z(M+H)+ 250/252, 6436-59-5

As the paragraph descriping shows that 6436-59-5 is playing an increasingly important role.

Reference£º
Patent; ANTABIO SAS; LEMONNIER, Marc; DAVIES, David; PALLIN, David; WO2014/198849; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 6436-59-5

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

6436-59-5, 476 ml of a 1.2 molar solution of DIBAH in toluene is slowly added in drops at -75 C. under nitrogen to a solution that consists of 60 g of 2-methylthiazole-4-carboxylic acid ethyl ester in 1070 ml of methylene chloride. It is stirred for 2 more hours. Then, 150 ml of isopropanol, and then 230 ml of water are slowly added in drops to it, the cold bath is removed and stirred vigorously at 25 C. for 2 more hours. The precipitate that is produced is suctioned off and rewashed with ethyl acetate. The filtrate is concentrated by evaporation in a vacuum, and the residue that is thus obtained is purified by chromatography on silica gel. 35.6 g of the title compound is obtained with hexane/ether 1:1 as a colorless oil.1H-NMR (CDCl3): delta=2.8 (3H), 8.05 (1H), 10.0 (1H) ppm.

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Schering, AG; US7001916; (2006); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 6436-59-5

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

6436-59-5, Ethyl 2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6436-59-5, To a solution of 2-methyl-4-thiazolecarboxylic acid ethyl ester (3 g, 17.52 mmol) in MeCN (30 ml_), 1 -bromopyrrolidine-2,5-dione (6.24 g, 35.04 mmol) was added. Reaction was heated to reflux and stirred at the same temperature for 20 hrs. Then it was cooled down to RT and then cooled to 0 C. ss NaHCC>3 (aq) was added and mixture was stirred for 15 min at the same temperature. MeCN was removed under reduced pressure and DCM was added. Aqueous layer was extracted several times with DCM. Combined organic layers were dried and concentrated under reduced pressure. Crude was purified by FC on silica gel (eluent: Cy/EtOAc from 100:0 to 70:30) to afford ethyl 5-bromo-2-methyl-1 ,3- thiazole-4-carboxylate (p17, 2.95 g, y= 67%) as a pale orange solid. MS (mlz): 249.8 [M]+.

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; CREMONESI, Susanna; SEMERARO, Teresa; TARSI, Luca; GIBSON, Karl Richard; (116 pag.)WO2019/81939; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica