Methanol → HCID 86592814, compound

Participants

Reaction Steps

The reaction was performed with 2-iodo-8-bromoadenosine (5, 90 mg, 0.19 mmol) and propylamine (2.5 ml, 70% w/v in water). Yield 68.8 mg (0.15 mmol, 80%), mp 160–162÷C, Rƒ 0.20 (10% MeOH in CH2Cl2); 1H NMR (DMSO-d6) δ 6.99 (t, 1H, J=4.80 Hz, NH), 6.87 (s, 2H, NH2), 5.80 (d, 1H, J=8.24 Hz, H-1′), 5.67–5.63 (m, 1H, OH-2′), 5.30 (d, 1H, J=6.18 Hz, OH-5′), 5.18 (d, 1H, J=3.77 Hz, OH-3′), 4.56–4.51 (m, 1H, H-2′), 4.09–4.03 (m, 1H, H-3′), 3.96–3.94 (m, 1H, H-4′), 3.62–3.59 (m, 4H, H-5′, NHCH2), 1.57 (q, 2H, J=7.20 Hz, CH2CH3), 0.88 (t, 3H, J=7.50 Hz, CH3); MS m/z 451 (M+H)+; Anal. (C13H19IN6O4) C, H, N.

Provenance & Evidence