Trifluoroacetic acid → HCID 11179038, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-4-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid methyl ester (example 16, 60 mg) in 15 mL of THF/water(3:1) was added LiOH monohydrate (50 mg) The mixture was stirred for 2 h at 45° C. whereupon it was cooled to RT, acidified with TFA and concentrated. 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-4-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid (33 mg) was obtained after HPLC purification (CH3CN/H2O gradient+0.05% TFA) of the crude product. MS (ESI+): m/e=477 [M+H]+, chloro pattern.

Provenance & Evidence