Hydrochloric Acid → HCID 57899403, compound

Participants

Reaction Steps

To 3-[6-[4-(6-amino-pyridin-3-yl)-phenyl]-5-(4-chloro-phenyl)-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl]-benzonitrile (prepared as described in example 44, 0.30 g, 0.58 mmol), methanol saturated with hydrogen chloride gas (15 mL) is added at 0° C. with stirring. The reaction mixture is allowed to reach rt and stirred there for 12 h. The reaction mixture is then concentrated to a dry residue. It is taken in dry methanol (15 mL) and ammonium carbonate (0.540 g, 3.48 mmol) is added. After stirring at rt for 24 h, the reaction mixture is concentrated and the residue obtained is purified by preparative HPLC to afford 3-[2-[4-(6-amino-pyridin-3-yl)-phenyl]-1-(4-chloro-phenyl)-6-oxo-1,6-dihydro-purin-9-yl]-benzamidine. 1H NMR (DMSO-d6, 400 MHz) δ 8.65 (s, 1H), 8.28 (s, 1H), 8.22 (m, 1H), 8.15 (br, 2H), 7.96-8.03 (m, 2H), 7.67 (m, 2H), 7.59 (s, 1H), 7.45-7.50 (m, 9H), 6.47 (d, 1H), 6.15 (br, 1H); LC-MS calculated for C29H21ClN8O (M+H+) 533.2, found 534.0.

Provenance & Evidence