Glycine ethyl ester → (Z)-8-bromo-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one
Reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O.[NH2:17][CH2:18][C:19](OCC)=[O:20]>N1C=CC=CC=1>[Br:8][C:6]1[CH:5]=[CH:4][C:3]2=[C:2]([CH:7]=1)[NH:1][C:19](=[O:20])[CH2:18][N:17]=[C:9]2[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(2-Amino-4-bromophenyl)(phenyl)methanone (1.75 g, 10 mmol), ethyl 2-aminoacetate (2.23 g, 16 mmol) and pyridine (40 mL) were stirred together at 80° C. for about 3 days. The pyridine was evaporated and the residue was triturated in 5% methanol in ethyl acetate to afford title compound 354 (1.6 g, 51%) as a yellow solid.