Water → HCID 69459726, compound

Participants

Reaction Steps

To a solution of 100 mg (0.267 mmol) of 5-(4-bromophenyl)-7,8-dimethoxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIaf) in 2 ml of anhydrous DMF, add under an inert atmosphere 48 mg (0.35 mmol) of K2CO3. After 30 minutes at room temperature, add dropwise 25 μl (0.4 mmol) of MeI. Allow to stand at room temperature for 12 hours. Add 30 ml of water. Extract three times with 30 ml of EtO2. Dry the organic fractions on Na2SO4. Purify by chromatography (AcOEt 1/hexane 1). Recrystallize in EtO2. One obtains 78 mg of the abovenamed product as a white powder. Yield: 73%. 1H-NMR (CDCl3, 200 MHz): d 3.40 (s, 3H, NCH3), 3.75 (s, 3H, OCH3), 3.99 (s, 3H, OCH3), 4.29 (AB system, ? d=1.014, JAB=10.7, 2H, CH2), 6.65 (s, 1H Ar), 6.78 (s, 1H Ar), 7.54 (s, 4H Ar).

Provenance & Evidence