Hydrochloric Acid → 1-(4'-(6-Carbamoyl-3,5-dimethylpyrazin-2-yl)-2-chlorobiphenyl-4-yl)cyclobutanecarboxylic acid

Participants

Reaction Conditions

Reaction Steps

Powdered potassium hydroxide (56.9 mg, 1.01 mmol) was added in one portion to methyl 1-(4′-(6-carbamoyl-3,5-dimethylpyrazin-2-yl)-2-chlorobiphenyl-4-yl)cyclobutanecarboxylate (Intermediate 7-1; 152 mg, 0.34 mmol)/in tert-butanol (10 mL) at 40° C. under nitrogen. The resulting suspension was stirred at 40° C. for 1 hour LCMS showed the reaction was complete. The reaction mixture was quenched with HCl (2.027 mL, 2.03 mmol) in ethanol (10 mL) and the resulting solution stirred for a further 20 minutes before being evaporated to dryness. The resulting solid was washed with water (50 mL) and dried in a dessicator to afford 1-(4′-(6-carbamoyl-3,5-dimethylpyrazin-2-yl)-2-chlorobiphenyl-4-yl)cyclobutanecarboxylic acid (68.0 mg, 46.2%) as a cream solid.

Provenance & Evidence