Dichloromethane → HCID 178488252, compound

Participants

Reaction Steps

A solution of 389 (30 mg, 0.08 mmol) in a 1:1 mixture of DCM and SOCl2 (2 mL) was stirred at room temperature for 30 min. The reaction mixture was concentrated and treated with a solution of 1,2-phenylene diamine (18 mg, 0.16 mmol) in THF (2 mL) and stirred at room temperature for 15 min, concentrated under reduced pressure to produce a solid which was purified by preparative HPLC (column AQUASIL C-18; 5 μM; 230×21.2 mm; eluent 30-95% MeOH in water) to afford the title compound (8 mg, 20% yield). 1H NMR (MeOH-d4) δ7.92 (d, J=8.3 Hz, 2H), 7.52 (d, J=8.2 Hz, 2H), 7.17 (d, J=7.6 Hz, 1H), 7.06 (m, 3H), 6.89 (d, J=7.8 Hz, 1H), 6.75 (t, J=7.2 Hz, 1H), 4.55 (s, 2H), 3.89 (s, 6H), 3.80 (s, 3H). LRMS: (calc) 507.2; (found) 508.3 (M+H1).

Provenance & Evidence