Diisopropylethylamine → HCID 19808665, compound

Participants

Reaction Conditions

Reaction Steps

4,6-Dichloro-2,5-diformamidopyrimidine (0.390 g, 1.66 mmol), diethyl 3-(acetoxymethyl)-4-(aminooxy)-butylphosphonate (0.380 g, 1.275 mmol) and N,N-diisopropylethylamine (0.58 ml, 3.22 mmol) were dissolved in diglyme (15 ml) and the resulting mixture was stirred at 100° C. for 3 hours. The reaction mixture was then allowed to cool, N,N-diisopropylethylamine hydrochloride was filtered off and the filtrate was evaporated to dryness. The residue was chromatographed on silica gel (eluting with chloroform:ethanol 97:3) to give the title compound (0.480 g, 76%). 1H NMR: δH [(CD3)2SO] 1.22 (6H, t, J=7Hz (OCH2CH3), 1.75 (4H, m, CH2CH2P), 2.01 (4H, m, COCH3, CHCH2) 4.0 (8H, m, CH2OAc, NOCH2, (OCH2)2) 8.15 (1H, s, 5-NHCHO), 9.25 (1H, s, 2-NHCHO), 9.40 (1H, br.s, D2O exchangeable, NHOCH2) 10.80 (2H, br.s. D2O exchangeable, 2x NHCHO). Found: C,41.97, H,5.80; N,13.17%. C17H27N5O8PCl requires: C,41.17; H,5.49; N,14.12%.

Provenance & Evidence