Ammonia → HCID 49798413, compound

Participants

Reaction Conditions

Reaction Steps

3-(1,3-benzoxazol-2-yl)-5-[1-(2-tert-butoxyethyl)pyrazol-4-yl]pyridin-2-amine (485 mg) was dissolved in TFA (3 ml). The resulting solution was stirred at 25° C. for 1 hour. A solution 7N of ammonia in methanol (20 ml) was added to the mixture and adsorbed on silica gel. The crude product was purified by flash chromatography on silica gel eluting with 1 to 5% methanolic ammonia (7 N) in dichloromethane. The solvent was evaporated to dryness to afford 2-[4-[6-amino-5-(1,3-benzoxazol-2-yl)-3-pyridyl]pyrazol-1-yl]ethanol (315 mg). NMR Spectrum: (DMSOd6) 3.75-3.81 (m, 2H), 4.17 (t, 2H), 4.94 (t, 1H), 7.40-7.49 (m, 2H), 7.64 (bs, 2H), 7.79-7.82 (m, 1H), 7.83-7.86 (m, 1H), 7.92 (s, 1H), 8.21 (s, 1H), 8.41 (d, 1H), 8.52 (d, 1H); Mass spectrum: M+H+ 322.

Provenance & Evidence