1H-Imidazole-5-carboxylic acid, 2-[4-(trifluoromethyl)phenyl]-, methyl ester synthesis

Yield:762286-20-4 11%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in acetonitrile at 150; for 0.333333 h;Irradiation;

Steps:

64.B Step 64B:

To a microwave reaction vial was added methyl 2-chloro-3-hydroxypropenoate (64a, 182.5 mg, 1.3 mmol), 4-trifluoromethylphenyl AMIDINE hydrochloride dihydrate (360.0 mg, 1.4 mmol), diisopropylethylamine (0.3 mL, 1.7 mmol), dry acetonitrile (3 mL) and a stir bar. The vial was sealed and irradiated under focused microwave energy for 20 minutes holding at 150 °C. The solution was concentrated under a stream of nitrogen, diluted with methanol, filtered and purified by PREP LCMS. The above REACTION/PURIFICATION sequence was repeated to obtain a combined 121.2 mg (11 %) of the TFS SALT OF 6DB. LC-MS 271. 0 (MH+).

References:

WO2004/81005,2004,A1 Location in patent:Page 136