Water → HCID 10271479, compound

Participants

Reaction Conditions

Reaction Steps

Heat at 115° C. for 12 hours under an inert atmosphere a mixture of 100 mg (0.26 mmol) of 5-(3-bromophenyl)-7,8-dimethoxy-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one IIax, 38 mg (0.31 mmol) of benzene boronic acid, 63 mg (0.30 mmol) of K3PO4, 9 mg (0.020 mmol) of tetrakis(triphenylphosphine)Pd(0) in 1 ml of DMF. Allow to cool to room temperature. Add 80 ml of H2O and extract three times with 50 ml of Et2O. Dry the organic fractions on Na2SO4. Purify by chromatography (AcOEt 1/hexane 1). Recrystallize in EtOH. One obtains 13 mg of the abovenamed powder as colorless crystals. Yield: 13%. M: 127° C. 1H-NMR (CDCl3, 200 MHz): d 3.42 (s, 3H, NCH3), 3.77 (s, 3H, OCH3), 4.00 (s, 3H, OCH3), 4.34 (AB system, ?d=1.00, JAB=10.5, 2H, CH2), 6.78 (s, 1H Ar), 6.80 (s, 1H Ar), 7.39–7.90 (m, 9H Ar).

Provenance & Evidence