Lithium Hydroxide → 3-Chloro-5-[(cyclopropylamino)carbonyl]-1H-pyrrole-2-carboxylic acid

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Reaction Steps

LiOH (1 N in water, 2 mL, 2 mmol) was added to a solution of methyl 3-chloro-5-[(cyclopropylamino)carbonyl]-1H-pyrrole-2-carboxylate (0.0992 g, 0.409 mmol) in THF (2 mL) and methanol (2 mL) and the solution was stirred at RT overnight. The reaction mixture was evaporated to a residue and partitioned between EtOAc and 1 N HCl. The organic layer was separated, dried over MgSO4 and evaporated to a solid to afford the title compound (0.072 g, 77%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 13.08 (s, 1H), 12.05 (br. s., 1H), 8.32 (d, 1H), 6.73 (d, 1H), 2.71-2.81 (m, 1H), 0.62-0.72 (m, 2H), 0.42-0.53 (m, 2H). LCMS: m/z 229.2 (M+1).

Provenance & Evidence