Benzoic Acid → (5R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide benzoate

Participants

Reaction Conditions

Reaction Steps

Toluene (3.5 ml) was added to benzoic acid (102.65 mg, 1 eq) in order to dissolve the acid. The acid solution was then added to 500 mg of (5R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide (Example 1). After heating to 40° C. and then cooling down to 20° C., the reaction was seeded with benzoate crystals of Example 1 which were obtained through a small scale evaporation experiment (50 mg) from toluene). The reaction was then temperature cycled for 3 days. The solid which formed was isolated and allowed to dry at 45° C. overnight to obtain the title compound (374 mg) as a crystalline form. Onset melt 131° C. by DSC.

Provenance & Evidence