Hydrochloric Acid → HCID 178487390, compound

Participants

Reaction Steps

A mixture of 6-(6-methoxy-2-pyrimidin-5-yl-1H-indol-3-ylmethyl)pyridine-2-carbonitrile (100 mg), sodium azide (95.2 mg), zinc bromide (82.5 mg), isopropyl alcohol (1.76 mL) and water (1.17 mL) was heated under reflux for 21 hours while stirring. The reaction mixture was left to be cooled. To the reaction mixture were added 1 mol/L hydrochloric acid and dichloromethane. The insoluble material was collected by filtration, washed with 1 mol/L hydrochloric acid and water successively, and then dried under reduced pressure at 50° C. to obtain the title compound (104 mg). 1H-NMR (DMSO-d6) δ ppm: 3.79 (3H, s), 4.48 (2H, s), 6.69 (1H, dd, J=2.1, 8.7 Hz), 6.91 (1H, d, J=2.1 Hz), 7.25-7.35 (1H, m), 7.43 (1H, d, J=8.7 Hz), 7.90 (1H, t, J=7.8 Hz), 7.98-8.05 (1H, m), 9.00-9.20 (3H, m), 11.49 (1H, s). ESI-MS (m/z): 385 (M+H)+

Provenance & Evidence