Triethylamine → HCID 67812514, compound

Participants

Reaction Steps

A solution of (±)-cis-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol from Example 4 (0.544, 2 mmol), 3-amino-1,2-propanediol (1.87 mg, 2 mmol), triethylamine (607 mg, 6 mmol) and methoxyethanol (6 ml) were refluxed overnight under nitrogen. 1 N NaOH (2 ml) was added and the solution was concentrated under vacuum and dried by evaporation of ethanol. The residual oil was chromatographed on silica gel. Title compound was eluted with 20% methanol-chloroform; white powder after crystallization from acetonitrile-methanol (0.300 g, 47%), m.p. 119-121° C. 1H-NMR: (DMSO-d6) δ 7.60 (s, 1, H-8), 6.90-6.80 (br m, 1, NH), 6.10 (m, 1, =CH), 5.85 (m, 3, =CH and NH2), 5.40 (br m, 1, CH--N), 4.90 (m, 1, OH), 4.72 (t, J=5.3,1, OH), 4.62 (t, J=5.9, 1, OH), CH), 2.70-2.50 (m, overlapping solvent, 0.5 CH2), 1.70-1.50 (m, 1, 0.5 CH2).

Provenance & Evidence