Methanol → 6-(3-Hydroxybenzyl)-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-hydroxybenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (57 mg, 0.21 mmol) and lithium hydroxide (88 mg, 2.10 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. 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.04-2.16 (m, 1H) 2.36-2.53 (m, 3H) 2.55-2.64 (m, 1H) 2.96-3.04 (m, 1H) 3.31-3.37 (m, 1H) 6.57 (s, 1H) 6.59-6.67 (m, 3H) 7.04-7.11 (m, 1H). LCMS m/e 258 (M+H). Purity 92% (HPLC).

Provenance & Evidence