Category: 13743-09-4

13743-09-4, 2-Methyl-5-phenylthiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 56:Compound 7: (2-methyl-5-phenylthiazol-4-yl)(5-((5-(trifluoromethyl)pyridin-2- ylamino)methyl)-6-azaspiror2.51octan-6-yl)methanoneIntermediate 9 (60 mg, 0.210mmol) ) was dissolved in dichloromethane (2ml), diisopropyl ethylamine (121 ul, 0.693mmol) and 0-(benzotriazol-1 -yl)-N,N,N’N’- tetramethyluronium hexafluorophosphate (1 12mg, 0.294mmol) were added. After 30 minutes at room temperature 2-methyl-5-phenylthiazole-4-carboxylic acid (65mg, 0.294mmol) was dissolved in dichloromethane (2ml) and dimethylformamide (1 ml) and added to the reaction. After 18 hours at room temperature the mixture was poured in aqueous NaHCO3 saturated solution and extracted with ethylacetate. The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; the obtained crude product was purified by silica gel column chromatography (gradient from dichloromethane/Ethyl acetate =1/1 to Ethyl acetate), thus obtaining 15 mg of compound 7 as white solid.MS (ESI) m/z 509 [M+Na]+. 1HNMR [the product is present as a mixture of conformers. The assignment refers to the major component] (CD3OD) d ppm 8.05 (s, 1 H) 7.39-7.60 (m, 5H) 6.41 (d, 1 H) 4.65 (m, 1 H) 4.20 (m, 1 H) 3.69-3.76 (m, 1 H) 3.28-3.35 (m, 1 H) 3.10-3.15(m, 1 H) 2.43 (s, 3H) 1.82 (m, 1 H) 1.30-1.45 (m, 1 H) 0.90-1.05 (m, 2H) 0.6-0.68 (m, 1 H) 0.30-0.55 (m, 2H) 0.15-0.25 (m, 2H).

13743-09-4, 13743-09-4 2-Methyl-5-phenylthiazole-4-carboxylic acid 943535, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ROTTAPHARM S.P.A.; STASI, Luigi, Piero; ROVATI, Lucio; WO2011/6960; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,13743-09-4

(S)-7-Methyl-2-(2-methylpyrrolidin-2-yl)-1 H-benzo[d]imidazole hydrochloride (27; 25.2 mg, 0.1 mmol) is dissolved in DCM (0.2 ml) and DIPEA (0.072 ml, 0.42 mmol) is added, followed by the addition of a solution of 2-methyl-5-phenylthiazole-4-carboxylic acid (28; 22 mg, 0.1 mmol), HATU (40 mg, 0.105 mmol) and DIPEA (80 mg, 0.62 mmol) in 0.5 ml DMF. Stirring is continued at RT for 16 h. The reaction mixture is diluted with DCM / MeOH = 1/1 (1 ml) followed by the addition of PL-HCCVresin (213 mg, 0.4 mmol) and stirring is continued for 2 h. The resin is filtered off, the solvent is evaporated under reduced pressure and the product is purified by preparative HPLC to give (S)-(2-methyl-2-(7-methyl-1 H- benzo[d]imidazol-2-yl)pyrrolidin-1 -yl)(2-methyl-5-phenylthiazol-4-yl)methanone (Ex. 5.1 ) as a colorless powder. LC-MS: tR = 1 .19 min; [M+H]+ = 417.31.

The synthetic route of 13743-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi, T.; WO2013/182972; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 1,1-dimethylethyl (2S)-2-{[8-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}-1-piperidinecarboxylate D7 (0.15 g contaminated with residual 3-(trifluoromethyl)-2-pyridinamine as reported in Description 7) in DCM (4 ml), TFA (2 ml) was added dropwise at 0 C. and the resulting reaction mixture was stirred at room temperature for 2 h. Solvent removal afforded a residue that was eluted through a SCX column. Collected fractions gave a crude (containing the intermediate N-Boc deprotected amine contaminated with some residual 3-(trifluoromethyl)-2-pyridinamine) that was dissolved in DMF (2 ml).A mixture of 5-phenyl-2-methyl-1,3-thiazole-4-carboxylic acid (0.12 g, 0.55 mmol), DMF (2 ml), DIPEA (0.50 ml, 2.96 mmol) and TBTU (0.24 g, 0.75 mmol) was left under stirring at room temperature. A solution of the free amine in DMF was added dropwise and the reaction left under stirring at room temperature. Water was added and the mixture extracted with EtOAc. The resulting crude was purified by Fraction Lynx (LC 3-100 mg method). The resulting material was then eluted through a SCX column. Collected fractions gave the title compound E4 (0.060 g, 0.12 mmol, 40% yield from D2, three steps).MS: (ES/+) m/z: 485 (M+1). C25H23F3N4OS requires 484. HPLC (walk-up): rt=3.89 min.

13743-09-4, 13743-09-4 2-Methyl-5-phenylthiazole-4-carboxylic acid 943535, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica