Sodium Hydroxide → [5-(3-Chlorophenyl)-3-methyl-1-pyridin-3-yl-1H-pyrazol-4-yl]acetic acid

Participants

Reaction Conditions

Reaction Steps

0.053 g (1.334 mmol) of 2 molar aqueous sodium hydroxide solution was added to 0.114 g (0.334 mmol) of methyl [5-(3-chlorophenyl)-3-methyl-1-pyridin-3-yl-1H-pyrazol-4-yl]acetate (see A1), and the mixture was stirred at 20° C. for 1 h. The methanol formed during the reaction was removed under reduced pressure, and the residue was poured onto a mixture of 10 ml of water and 15 ml of dichloromethane. The aqueous phase was extracted with 15 ml of dichloromethane, acidified with concentrated hydrochloric acid (pH=3) and extracted three times with in each case 15 ml of dichloromethane. Drying of the combined organic phases and removal of the solvent under reduced pressure give 0.050 g (43% of theory) of a light-beige solid of melting point 163° C.

Provenance & Evidence