Hydrochloric Acid → HCID 46190567, compound

Participants

Reaction Steps

To a solution of 7-(((((4RS,5RS)-2,2-dimethyl-4-(methylthiomethyl)-1,3-dioxan-5-yl)methyl)(methyl)amino)methyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine (34 mg, 93 μmol) in MeOH (2 mL) was added conc aq HCl (0.5 mL) and the solution was allowed to stand at RT for 2 h, then was concentrated to dryness. Chromatography (15% then 25% 7N NH3/MeOH in CH2Cl2) gave (2RS,3RS)-2-((((4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)(methyl)amino)methyl)-4-(methylthio)butane-1,3-diol (24 mg, 73.7 μmol, 79% yield) as a syrup. 1H NMR (CD3OD) δ 8.16 (1H, s); 7.49 (1H, s); 3.83-3.75 (3H, m); 3.67 (1H, dd, J=5.0, 10.9 Hz); 3.56 (1H, dd, J=7.1, 10.8 Hz); 2.64 (2H, m); 2.57 (1H, dd, J=4.6, 13.6 Hz); 2.41 (1H, dd, J=8.3, 13.5 Hz); 2.34 (3H, s); 2.21-2.12 (1H, m); 2.04 (3H, s). 13C NMR (CD3OD) δ 155.0, 154.0, 150.1, 133.2, 118.2, 115.3, 75.4, 66.3, 61.4, 54.8, 45.9, 45.6, 42.6, 18.9.

Provenance & Evidence