HCID 67329641, compound → HCID 53373262, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution containing 150 mg (0.48 mmol) of 5-(benzyloxy)-N,N,4-trimethyl-6-pentylpyrimidin-2-amine in 5 mL of methanol were added 5 mg of 20% palladium hydroxide on carbon (Degussa typy E101 NE/E). The reaction mixture was stirred at 23° C. under hydrogen atmosphere for 15 min. The reaction mixture was filtered through celite and the filtrated was concentrated under diminished pressure. The residue was purified by chromatography on a silica gel column (8×3 cm). Elution with 2:1 hexane-ethyl acetate afforded the expected product as white solid: yield 60 mg (56%); mp: 61-62° C.; silica gel TLC Rf 0.50 (2:1 hexanes-ethyl acetate); 1H NMR (methanol-d4) δ 0.89 (t, 3H, J=5.6 Hz), 1.33 (m, 4H), 1.66 (quint, 2H, J=7.2 Hz), 2.26 (s, 3H), 2.62 (dd, 2H, J=7.6, 7.6 Hz) and 3.05 (s, 6H); 13C NMR (methanol-d4) δ 12.93, 17.53, 22.16, 27.00, 31.21, 31.43, 36.49, 138.01, 155.64, 157.33 and 159.44; mass spectrum (APCI), m/z 224.1769 (M+H)+ (C12H22N30 requires 224.1763).

Provenance & Evidence