Hydrochloric Acid → HCID 86690737, compound

Participants

Reaction Steps

To 2-methoxy-5-((2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)isonicotinaldehyde (120 mg, 0.27 mmol, 1 equiv) suspended in EtOH (1 mL) was added HCl (1.0 mL, 3 N). The solution turned homogeneous and the mixture was stirred at rt overnight. The EtOH was partially removed by blowing in N2 gas and the precipitate was collected. The solid was washed with acetonitrile and EtOAc and dried under high vacuo to give 5-((2-(1H-pyrazol-5-yl)pyridin-3-yl)methoxy)-2-methoxyisonicotinaldehyde dihydrochloride (100 mg, 96%) as a white solid. 1H NMR (400 MHz; DMSO, 80° C.) δ=10.27 (s, 1H), 8.68 (br, 1H), 8.32 (br, 1H), 8.22 (s, 1H), 7.82 (br, 1H), 7.57 (br, 1H), 7.00 (br, 2H), 5.75 (s, 2H), 3.89 (s, 3H). LRMS (M+H+) m/z 311.1.

Provenance & Evidence