HCID 19700992, compound → HCID 19700985, compound

Participants

Reaction Steps

A solution of 4-(4-acetylaminophenyl)-1,2-dihydro-1-ethyl-2-methylcarbamoyl-6,7-methylendioxyphthalazine (45 mg, 0.11 mmole) in 1N sodium hydroxide (4 mL) and methanol (6 mL) was heated to reflux for 72 hours. The mixture was cooled to ambient temperature, diluted with EtOAc (30 mL), washed with water (25 mL), dried (MgSO4) and evaporated in vacuo. The residue was chromatographed on silica gel with 25% hexanes/EtOAc to afford the product as a light yellow foamy solid (35 mg, 90%). 200 MHz 1H NMR (CDCl3); δ7.42 (d, 2H, J=8.1 Hz, ArH), 6.82 (s, 1H, ArH), 6.76 (d, 2H, J=8.1 Hz, ArH), 6.70 (s, 1H, ArH), 6.50 (brq, 1H, J=5.4 Hz, NHCH3), 5.59 (d, 2H, J=2.7 Hz, OCH2O), 5.48 (t, 1H, J=6.8 Hz, CHCH2), 2.93 (d, 3H, J=5.4 Hz, NHCH3), 1.64 (m, 2H, CHCH2 CH3), 0.87 (t, 3H, J=8.1 Hz, CH2CH3).

Provenance & Evidence