Dimethylacetamide → HCID 178424911, compound

Participants

Reaction Steps

A solution of 4-chloro-2-(3,5-dimethyl-1H-indazol-4-yl)-6-(5-isopropyl-2-methylphenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (30 mg, 0.07 mmol), N,N-dimethylazetidin-3-amine bistrifluoroacetate salt (20.0 mg, 0.2 mmol) and DIEA (0.06 mL, 0.35 mmol) in DMA (1.5 mL) was heated to 180° C. for 3 min in a microwave reactor. The reaction mixture was filtered through a 0.45 μM PTFE filter and the filtrate was purified by reverse phase HPLC (C18, 10-100% acetonitrile-H2O with 0.1% NH4OH) to afford 1-(2-(3,5-dimethyl-1H-indazol-4-yl)-6-(5-isopropyl-2-methylphenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-N,N-dimethylazetidin-3-amine 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.43 (d, J=8.46 Hz, 1H), 7.30 (d, J=8.59 Hz, 1H), 7.13 (d, J=7.83 Hz, 1H), 7.04 (d, J=1.39 Hz, 1H), 6.91 (dd, J=1.52, 7.71 Hz, 1H), 4.36 (t, J=8.21 Hz, 2H), 4.08-4.20 (m, 4H), 3.32-3.38 (m, 2H), 3.18-3.27 (m, 1H), 2.79-2.97 (m, 3H), 2.31 (s, 3H), 2.27 (s, 3H), 2.18 (s, 6H), 2.04 (s, 3H), 1.24 (d, J=6.95 Hz, 6H); MS (ESL) m/z 510.5 (M+H)+.

Provenance & Evidence