Ethyl Acetate → HCID 11560323, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-5-chloro-N6-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-(1-(4-fluorophenyl)ethyl)pyridine-2,3,6-triamine (Method 27; 0.300 g, 0.77 mmol) and formamidine acetate (0.129 g, 1.24 mmol) in EtOH (5 ml) was heated at reflux overnight. After cooling to 25° C., the reaction mixture was treated with saturated NaHCO3 (10 ml) and EtOAc (30 ml). The organic layer was separated, washed with brine (10 ml), and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by column chromatography (EtOAc:MeOH=20:1) to give the title compound as an off-white solid (0.145 g, 47%). NMR (400 MHz) 11.96 (br s, 1H), 8.45 (s, 1H), 8.13 (br s, 1H), 8.12 (s, 1H), 7.36 (m, 2H), 7.16 (m, 1H), 6.18 (s, 1H), 5.87 (br s, 1H), 1.95 (d, J=6.8 Hz, 3H), 1.90 (m, 1H), 0.95 (m, 2H), 0.66 (m, 2H). MS: Calcd.: 396. Found: [M+H]+ 397.

Provenance & Evidence