Triethylamine → HCID 54013946, compound

Participants

Reaction Steps

The title compound was prepared by the procedure described in example 7 by reacting 2-methoxyethylamine hydrochloride (0.27 g, 3.6 mmol) with 6-chloropurine riboside (i.e. 9-β-D-ribofuranosyl-6-chloro-9H-purine)(1.0 g, 3.5 mmol) in dioxan (30 ml) at room temperature for 72 h with triethylamine (1.04 ml, 7.5 mmol) present. The reaction mixture was filtered and evaporated and the resultant residue was recrystallised from methanol (100 ml) to provide the title compound (0.80 g, 82%) as a solid, mp 151°-152° C., 1H NMR (DMSO-d6)δ 3.26 (3H, s, --CH3), 3.50-3.58 (3H, m, H-5'a and --CH2 --), 3.60-3.70 (3H, m, H-5'b, and --CH2 --), 3.96 (1H, q, H-4'), 4.14 (1H, dd, H-3'), 4.60 (1H, dd, H-2') 5.20, 5.45 (2H, 2d, 2'- and 3'-OH), 5.42 (1H, t, 5'-OH) 5.87 (1H, d, H-1'), 7.80 (1H, br s, --NH) 8.22, 8.35 (2H, 2s, H-2 and H-8).

Provenance & Evidence