Water → HCID 18365137, compound

Participants

Reaction Steps

A solution of 2,5,6-triamino-4-cyclohexylmethyloxypyrimidine (1.0 g, 4.24 mmol) and 1,1′-carbonyldiimidazole (0.69 g, 4.24 mmol) in anhydrous DMF (5 ml) was stirred under nitrogen at ambient temperature for 48 h. Addition of water (100 ml) afforded a white solid which was collected by filtration, redissolved in 2 M sodium hydroxide solution (200 ml), and filtered. The filtrate was neutralised with glacial acetic acid and allowed to stand at 4° C. for 2 h, when the precipitate which deposited was collected and washed thoroughly with water. Recrystallisation from aqueous ethanol yielded the required product (0.65 g, 58%), m.p. 297° C.; (Found: C. 54.66; H, 6.47;. N, 26.63% C12 H17 N5O2 requires C, 54.75; H, 6.46; N, 26.62%); δH (200 MHz, d6-DMSO) 1.04-1.39 (δH, m, C6H11), 1.76-1.90 (6H, m, C6H11), 4.17 (2H, OCH2, J=6.53 Hz), 6.15 (2H. br s, NH2), 10.49 (1H, br s, NH), 1 1.09 (1H, br s, NH); m/z (+EI) 263 (M+, 75%), 167 (MH+—C7H13, 100), 81 (6), 69 (7).

Provenance & Evidence