Ethanol → 7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine-2-carboxylic acid amide hydrochloride

Participants

Reaction Steps

7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine-2-carbonitrile (30.0 mg, 0.120 mmol) was suspended in Ethanol (3.0 mL, 51 mmol). Separately, Chlorotrimethylsilane (6.00 mL, 47.3 mmol) was added to Ethanol (9.00 mL, 154 mmol) in a vial, which was sealed and allowed to stand 20 min. The mixture of HCl/EtOH/EtOTMS was then added to the nitrile suspension. Monitoring by 1H-NMR (0.1 mL aliquots dried in vacuo) showed conversion overnight. Conc. in vacuo gave 7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine-2-carboxylic acid amide hydrochloride (25 mg, 68%). 1H-NMR (DMSO-d6): 9.26 (s, 1H), 8.04 (s, 1H), 7.85 (s, 1H), 7.78 (d, 1H, J=7.8 Hz), 7.49 (m, 1H), 7.37 (s, 1H), 7.23 (m, 2H), 7.12 (m, 1H), 3.09 (s, 3H); LCMS (Bruker): 3.0 min, 269 (M+H).

Provenance & Evidence