Potassium Hydroxide → HCID 86599619, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6.0 g (19 mmol) 2-(4-chloro-3-methoxy-phenylamino)-5-methyl-thiazole-4-carboxylic acid methyl ester and 11.5 mL 5M aq. KOH in 60 mL THF was heated to 50° C. for 3 h. Upon cooling to room temperature the potassium salt of the product precipitated and was filtered off. This solid was dissolved in a mixture of water (250 mL) and acetic acid (12 mL) and the solution was extracted thrice with ethyl acetate. Organic phases were pooled washed with water and the solvent was removed. The residue was stirred with dichloromethane/n-heptane (1: 1; 30 mL) and the solid was isolated by filtration. Residual solvent was removed in vacuo to yield 4.4 g (77%) of the title compound.

Provenance & Evidence