1H-Imidazole-2-carboxylic acid, 5-(trifluoromethyl)- synthesis

Yield:915230-46-5 98%

Reaction Conditions:

with sodium chlorite;sodium dihydrogenphosphate dihydrate;2-methyl-but-2-ene in water;tert-butyl alcohol;Cooling with ice;

Steps:

33.33c

(33c) 4-(Trifluoromethyl)-1H-imidazole-2-carboxylic acid Sodium dihydrogenphosphate dihydrate (720 mg, 4.62 mmol), 2-methyl-2-butene (1.2 ml, 11.4 mmol) and sodium chlorite (420 mg, 4.64 mmol) were added under ice-cooling to a solution of 4-(trifluoromethyl)-1H-imidazole-2-carbaldehyde obtained in Example (33b) (375 mg, 2.29 mmol) in t-butyl alcohol (12 ml)/distilled water (5 ml), followed by stirring for 1.5 hours. The reaction solution was concentrated under reduced pressure, and then the residue was purified by reverse phase silica gel column chromatography (elution solvent: distilled water) to obtain 0.402 g of the title compound as a white solid (98%). ¹H NMR spectrum (400 MHz, DMSO-d₆) δ ppm: 7.41 (1H, s).

References:

EP2226322,2010,A1 Location in patent:Page/Page column 57