Potassium Hydroxide → 2-(5-Methoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

Participants

Reaction Steps

A solution of 2-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-4 carboxylic acid, tert-butyl ester [106 mg, Reference Example 2(n)] in methanol (10 mL) was treated with potassium hydroxide solution (1 mL, 5N) then heated at reflux temperature for 1 hour and then evaporated. The residue was treated with water (15 mL) and the mixture washed with ethyl acetate (10 mL). The pH of the aqueous solution was then adjusted to 4 by addition of hydrochloric acid and cooled in ice. The resulting yellow solid was filtered washed well with water and then dried at 80° C. under vacuum to give the title compound (33 mg) as a yellow solid, m.p.>300° C. MS: 322 (MH+).

Provenance & Evidence