تفاعل #162456

معادلة التفاعل

6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine 4-oxide

Et3N

trimethylsilyl cyanide

→

title compound

المردود 76.0%

6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine-5-carbonitrile

المردود 76.0%

المذيبات

DCE

ظروف التفاعل

المعالجة

1. 1
   تركيزsubsequently concentrated in vacuo
2. 2
   أخرىpurified by silica gel chromatography
3. 3
   غسيلeluting with EtOAc/DCM (1:1)

الإجراء التجريبي

To a stirred mixture of 6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridine 4-oxide (3.8 g 14 mmol), Et3N (19.51 mL, 140 mmol) and DCE (20 mL) was added trimethylsilyl cyanide (9.38 mL, 70.0 mmol). The reaction mixture was stirred at 80° C. for 5 h, subsequently concentrated in vacuo, and purified by silica gel chromatography eluting with EtOAc/DCM (1:1) to give the title compound as an off-white solid (2.50 g, 76%, 2 steps). ESI-MS m/z [M+H]+ calc'd for C9H6BrN3, 236, 238; found 236, 238.

المصدر