14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,14527-41-4
To a solution of 47 mg (0.36 mmol, 1.1 eq.) of thiazole-5-carboxylic acid in 3 mL of THF at0 C were added 72 mg (0.47 mmol, 1.5 eq.) of hydroxybenzotriazole hydrate and 103 mg(0.54 mmol, 1.7 eq.) of 1 -ethyl-3 -(3 -dimethylaminopropyl)carbodiimide hydrochloride. Theresulting mixture was stirred for 15 mm and 0.16 mL (0.9 mmol, 2.8 eq.) of N,Ndiisopropylethylamine was added, followed by 110mg (0.32 mmol, R:S1:4, 1 eq.) 4- amino-N-(3,4-diflurophenyl)chromane-8-carboxamide hydrochloride (XIIIa). The reaction mixture was allowed to warm to room temperature and stirred for 12 h. The mixture was then diluted with 20 mL of water, and extracted with 2 x 50 mL of methylene chloride. Thecombined organic extracts were dried (Na2SO4) and filtered, and the solvent was removed invacuo. The product was isolated by flash column chromatography (Si02, eluting with 50%EtOAc/hexanes) to provide 110 mg (83%) of N-(8-((3,4-difluorophenyl)carbamoyl)chroman-4-yl)thiazole-5-arboxamide (12). The enantiomers were subsequently separated by SFC(Waters SFC investigator). Method isocratic, Mobile phase MeOH: CO2 – 30:70. Column:CHIRALCEL 0TH (250 x 21) mm, 5 tim, flow rate: 50 g/min to provide 80 mg of (S)-N-(8-((3 ,4-difluorophenyl)carbamoyl)chroman-4-yl)thiazole-5-carboxamide (12). LCMS: m/z:416.5 [M+Hj LCMS, Method B: RT 2.05 mm; HPLC, Method E: RT 6.98 mm; 1H NMR(oH, 400 MHz, DMSO-d6) 2.08-2.15 (m, 1H), 2.17-2.23 (m, 1H), 4.42 (t, 2H), 5.31 (t, 1H),7.04 (t, 1H), 7.37-7.57 (m, 4H), 7.96 (t, 1H), 8.55 (s, 1H), 9.19 (d, 1H), 9.26 (s, 1H).
The synthetic route of 14527-41-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ARBUTUS BIOPHARMA, INC.; COLE, Andrew G.; KULTGEN, Steven; (203 pag.)WO2018/52967; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica