HCID 69097937, compound → HCID 69297903, compound

Participants

Reaction Steps

To a solution of benzyl 4-(2-(5-(3-(5-(2-amino-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)-2-fluorophenyl)ureido)-3-tert-butyl-1H-pyrazol-1-yl)ethyl)piperazine-1-carboxylate (0.11 g, 0.16 mmol) in EtOAc (10 mL) was added palladium hydroxide (10% of 10 mg) and the mixture was stirred under a H2 atmosphere for 18 h at RT. Then the mixture was filtered through a Celite pad, the pad was washed with EtOAc (2×5 ml). The filtrate was concentrated to afford a solid which was purified by chromatography using acetonitrile and water as eluents to afford 1-(5-(2-amino-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)-2-fluorophenyl)-3-(3-tert-butyl-1-(2-(piperazin-1-yl)ethyl)-1H-pyrazol-5-yl)urea as the amine hydrochloride salt (62 mg, 70% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.20 (brs, 1H), 9.16 (s, 1H), 8.71 (s, 1H), 8.41-8.39 (m, 1H), 7.91 (s, 1H), 7.31-7.29 (m, 2H), 6.18 (s, 1H), 4.44 (brs, 2H), 3.57 (s, 3H), 3.52-3.39 (m, 8H), 1.23 (s, 9H); MS (ESI) m/z: 562.8 (M+H+).

Provenance & Evidence