Hydrochloric Acid → HCID 11558501, compound

Participants

Reaction Steps

To methyl 1-(4-fluorobenzyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylate (0.22 g, 0.73 mmol) in methanol (10 mL) were added hydroxylamine (2 mL, 30.3 mmol, 50% in water) and sodium hydroxide (2.0 mL. 2.0 mmol, 1 N aqueous solution). The resulting solution was stirred for 16 h at ambient temperature. After addition of 1N hydrochloric acid (2.0 mL. 2.0 mmol) the product precipitated out. It was collected by filtration, washed with water and ethyl acetate, and dried in vacuo to provide the title compound as a solid (0.18 g, 82% yield). 1H NMR (DMSO-d6) δ: 13.19 (s, 1H), 11.41 (s, 1H), 9.17 (s, 1H), 8.39 (s, 1H), 7.71 (d, 1H, 7.34 (t, 2H, 7.16 (t, 2H) 6.68 (d, 1H), 5.54 (s, 2H). LCMS (APCI, M+H+): 302.1. HRMS calcd for C15H12FN3O3 (M+H) 302.0936, found 302.0935. HPLC: 100% purity.

Provenance & Evidence