HCID 178448314, compound → HCID 178448885, compound

Participants

Reaction Steps

A solution of (S)-3-methyl-N-(2-phenylaminopyridin-3-yl)-2-(9H-purin-6-ylamino)butyramide (821 mg, 2.0 mmol) in AcOH (10 mL) was heated at 100° C. for 2 h. After cooling to RT, the volatiles were removed under reduced pressure and the resulting residue partitioned between DCM and a saturated aqueous solution of NaHCO3. The aqueous phase was extracted with DCM and the combined organic fractions dried (MgSO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-10% 2M NH3/MeOH in DCM) to afford 196 as a light brown solid (365 mg, 46%). LCMS (Method K): RT 3.18 min [M+H]+ 385.1. 1H NMR (DMSO-d6, 400 MHz): δ 8.29-7.99 (4H, m), 7.78-7.42 (6H, m), 7.31 (1H, dd, J=8.01, 4.75 Hz), 5.40 (1H, br s), 2.45-2.34 (1H, m), 0.95 (3H, d, J=6.69 Hz), 0.81 (3H, br d, J=6.59 Hz). Signals split due to presence of rotamers/tautomers

Provenance & Evidence