Hydrazine → HCID 71555850, compound

Participants

Reaction Conditions

Reaction Steps

The product of Step D (0.72 g, 1.41 mmol) was dissolved in methanol (4 mL) and tetrahydrofuran (4 mL). To the resulting solution was added hydrazine (2 mL, 60 mmol). The solution was stirred at 50° C. for 2 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by combi-flash chromatography eluting with MeOH/EtOAc (20-60%). The product was further purified by prep.-LC/MS (pH=10). The purification afforded 210 mg (39.0% yield) of the final product as a white solid. LC/MS found: 383.1 (M+1)+; 1H NMR (300 MHz, DMSO-d6) δ: 7.9 (d, J=13.8 Hz, 2H), 7.58 (dd, J1=7.9 Hz, J2=1.1 Hz, 1H), 7.48 (d, J=1.9 Hz, 1H), 6.96 (m, 3H), 6.45 (d, J=1.9 Hz, 1H), 4.47 (s, 2H), 4.41 (m, 1H), 3.86 (s, 3H), 3.04 (dd, J1=14.3 Hz, J2=4.8 Hz, 1H), 2.89 (dd, J1=14.0 Hz, J2=3.9 Hz, 1H), 2.85 (d, J=6.80 Hz, 2H).

Provenance & Evidence