Ethanol → HCID 50898813, compound

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Reaction Steps

The title compound was synthesized from ethyl 6-methyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.0208 g, 0.11 mmol, 1 equiv) and lithium hydroxide (0.12 mL, 1 M aqueous, 0.12 mmol, 1.1 equiv), according to General Procedure 7. A 1:1 mixture of ethanol (EtOH) and THF (2 mL) was used. The resulting product was purified by preparative HPLC using the Chromeleon purification system. A 0.1% formic acid/1% acetonitrile mixture in water (aqueous phase) and methanol (no modifier added—organic phase) using a 50 mm Dynamax HPLC C-18 column at 28 mL/min (initial gradient of 40% methanol and increasing to 100% over 7 minutes) afforded the title compound (1.8 mg) with purity by HPLC of 100% (UV). LCMS m/e 164.2 (M−H). 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.23 (d, J=6.83 Hz, 3H), 1.81-2.04 (m, 1H), 2.42-2.71 (m, 3H), 3.10 (dd, J=6.69, 1.88 Hz, 1H), 6.55 (s, 1H), 8.48 (br. s, 1H).

Provenance & Evidence