تفاعل #2305179

معادلة التفاعل

DMF

3-(7-bromo-8-methoxy-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzonitrile

benzene boronic acid

tripotassium phosphate

→

title compound

المردود 60.0%

3-(8-Methoxy-1-methyl-2-oxo-7-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzonitrile

المردود 60.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted three times with ethyl acetate
2. 2
   تجفيفThe organic phase was dried over Na2SO4
3. 3
   تركيزconcentrated until dryness
4. 4
   أخرىThe obtained compound was crystallised from ether/pentane

الإجراء التجريبي

To 5 mL of degazed DMF were added 3-(7-bromo-8-methoxy-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzonitrile Intermediate 9 (200 mg, 0.52 mmol), benzene boronic acid (160 mg, 1.32 mmoles), tripotassium phosphate (300 mg, 1.42 mmol), Pd(PPh3)4 (30 mg, 0.03 mmoles). The mixture was stirred for 16 hours at 120° C. under nitrogen atmosphere. The working solution was diluted ten times with water and extracted three times with ethyl acetate. The organic phase was dried over Na2SO4 and concentrated until dryness. The residue was chromatographied: eluant: CH2Cl2/Et2O: 1/1. The obtained compound was crystallised from ether/pentane to afford the title compound (118 mg): white solid, (yield=60%).

المصدر