Acetyl chloride → HCID 58529703, compound

Participants

Reaction Steps

To a solution of 4-amino-5-(2-benzyl-2H-indazol-6-yl)-7-piperidin-4-ylpyrrolo[2,1-f][1,2,4]triazine-6-carbonitrile (50 mg, 0.11 mmol) in THF (2 mL) was added. N,N-diisopropylethylamine (39 μL, 0.22 mmol) followed by acetyl chloride (8.8 μL, 0.11 mmol). The mixture was stirred at rt overnight. The mixture was diluted with dichloromethane (25 mL) and was washed with H2O (20 mL), brine, and was dried (Na2SO4) and concentrated. The crude material was purified by ISCO® chromatography to obtain the desired product (20 mg, 37%). 1H NMR (400 MHz, DMSO-d6) δ 8.60 (s, 1H), 8.02 (s, 1H), 7.86 (d, 1H), 7.68 (s, 1H), 7.40-7.24 (m, 5H), 7.11 (d, 1H), 5.66 (s, 2H), 4.60-4.56 (m, 1H), 3.00-3.96 (m, 1H), 3.71-3.62 (m, 1H), 3.22-3.18 (m, 1H), 2.66-2.61 (m, 1H), 2.02 (s, 3H), 2.04-1.88 (m, 4H); LC-MS m/z[M+H]+491.3, RT 2.83 min.

Provenance & Evidence