Hydrochloric Acid → 3-[6-[4-(5-Amino-pyridin-2-yl)-phenyl]-5-(4-chloro-phenyl)-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl]-benzamidine

At 0° C., 3-[6-[4-(5-amino-pyridin-2-yl)-phenyl]-5-(4-chloro-phenyl)-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl]-benzonitrile (prepared as described in example 27, 0.30 g, 0.58 mmol) is added to methanol saturated with hydrogen chloride gas (7 mL) with stirring. The reaction mixture is allowed to reach rt and stirred there for 30 h. The reaction mixture is then concentrated to a dry residue. It is taken in dry methanol (6 mL) and ammonium carbonate (0.548 g, 3.48 mmol) is added. After stirring at rt for 48 h, the reaction mixture is concentrated and the residue obtained is purified by preparative HPLC to afford 3-[6-[4-(5-amino-pyridin-2-yl)-phenyl]-5-(4-chloro-phenyl)-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl]-benzamidine. 1H NMR (DMSO-d6, 400 MHz) δ 9.40 (br, 4H), 8.62 (m, 2H), 8.53 (s, 1H), 8.32 (s, 1H), 8.0 (d, 1H), 7.83 (m, 4H), 7.64 (d, 1H), 7.43 (m, 5H), 6.96 (d, 1H), 5.6 (br, 1H); LC-MS calculated for C29H21ClN8O (M+H+) 533.2, found 533.1.

1. customto reach rt
2. stirringstirred there for 30 h
3. concentrationThe reaction mixture is then concentrated to a dry residue
4. stirringAfter stirring at rt for 48 h
5. concentrationthe reaction mixture is concentrated
6. customthe residue obtained
7. customis purified by preparative HPLC

ORD 기록

ord-293a844dc03040b5945529e182403ce3

출처 데이터셋

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08722691B2