HCID 72567245, compound → HCID 59807061, compound

Participants

Reaction Steps

A solution of compound 2 (0.3 g, 0.868 mmol) in 7 N NH3 in methanol (10 mL) was treated with Pd—C (˜0.03 g) and purged with hydrogen gas. The reaction was stirred at room temperature under hydrogen atm. (balloon pressure) for 3 h. The reaction was filtered through celite bed, washed with methanol (3×10 mL). The combined organic layer was evaporated and crude was purified by column chromatography (2 M NH3 in MeOH:CH2Cl2, 5:95) to obtain compound 3 (0.25 g, 91%) as a solid. 1H NMR (DMSO-d6) δ 9.99 (s, 1H), 6.57-6.50 (m, 2H), 6.39 (d, 1H, J=8.7 Hz), 4.69 (d, 2H, J=4.2 Hz), 3.56-3.35 (m, 3H), 3.15-3.04 (m, 2H), 2.50-2.49 (m, 1H), 1.98-1.66 (m, 2H), 1.37 (s, 9H); ESI-MS (m/z, %): 340 (M+Na, 5), 244 (100), 218 (MH+-Boc, 84).

Provenance & Evidence