Methanol → 6-(3-Chlorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid

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Reaction Steps

The title compound was synthesized from methyl 6-(3-chlorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (140 mg, 0.48 mmol) and lithium hydroxide (188 mg, 4.50 mmol, in 1 mL water), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (2 mL) was used. The resulting product was purified by chromatography, eluting with heptane-EtOAc, gradient 0 to 50% EtOAc. 90 mg. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 2.07-2.20 (m, 1H) 2.52-2.68 (m, 3H) 2.74-2.82 (m, 1H) 2.86-2.93 (m, 1H) 3.33-3.43 (m, 1H) 6.75 (d, J=1.61 Hz, 1H) 7.03-7.09 (m, 1H) 7.20-7.23 (m, 1H) 7.25-7.29 (m, 2H) 8.35 (br. s., 1H). LCMS m/e 276 (M+H). Purity>75% (HPLC).

Provenance & Evidence