Water → HCID 73504799, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (R)-(4-chloro-3-cyano-6-(3-(1-phenylethyl)ureido)pyridin-2-yl)methyl acetate (59.1 mg, 0.159 mmol) in ethanol (2 ml) was charged with hydrazine, H2O (46 μl, 0.948 mmol), sealed and heated to 100° C. for 14.5 hr. The mixture was concentrated in vacuo and the residue was purified via flash chromatography (0-20% MeOH/DCM, then 0-20% MeOH/EtOAc) to provide (R)-1-(3-amino-4-(hydroxymethyl)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea. MS ESI calc'd. For C16H19N6O2 [M+H]+ 327. found 327. 1H NMR (ppm, 500 MHz, DMSO-d6) δ 11.51 (s, 1H), 8.91 (s, 1H), 7.33 (m, 5H), 7.22 (m, 1H), 6.00 (t, J=5.6 Hz, 1H), 5.60 (s, 2H), 4.84 (m, 1H), 4.67 (d, J=5.6, 2H), 1.39 (d, J=7.1 Hz, 3H).

Provenance & Evidence