HCID 178432480, compound → HCID 178432481, compound

Participants

Reaction Steps

A solution of 2-methyl-4-(1-cyclohexenyl)-5H-6-phenylpyrrolo[3,2-d]pyrimidine (Example 59) (96 mg, 0.33 mmol) in ethanol (5 mL) was agitated on a Parr Apparatus at room temperature in the presence of PtO2 (Aldrich Chemical Company) (20 mg, 0.088 mmol) under H2 (70 psi) for 30 h. The reaction mixture was filtered through a pad of Celite and concentrated on a rotary evaporator. Chromatography on silica gel with a gradient eluant of EtOAc (0-20%):hexanes (100-80%) afforded 55 mg (57%) of the title compoud as an off-white solid. Mp: >280° C. 1H NMR (CDCl3; 400 MHz): δ 1.44-1.49 (m, 2), 1.81-1.88 (m, 4), 1.93-2.01 (m, 4), 2.99 (m, 1), 6.86 (d, 1, J=1.4), 7.44 (t, 1, J=6.1), 7.51 (t, 2, J=6.1), 7.74 (d, 2, J=6.1), 8.40 (s, 1). MS m/z: 292 (M+1), 290 (M−1). HRMS: Calcd for M+H: 292.1814. Found: 292.1806.

Provenance & Evidence