Sodium Hydroxide → 1-methyl-5-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrole-3-carboxylic acid

Participants

Reaction Steps

A solution of methyl 1-methyl-5-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrole-3-carboxylate (200 mg, 0.91 mmol) and sodium hydroxide (3.04 ml, 18.24 mmol) in tetrahydrofuran (4.561 ml) was stirred in a sealed tube for 12 h at 70° C. The reaction mixture was then partitioned between H2O-DCM and the pH of the aqueous phase was adjusted to ˜4 and washed several times with DCM. The combined organic fractions were dried over Na2SO4, concentrated and used directly without further purification yielding 1-methyl-5-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrole-3-carboxylic acid (187 mg, 0.87 mmol, 95% yield) as a white solid: LCMS (ES) m/e 206 (M+H)+.

Provenance & Evidence