Sodium hydride → 2-Phenyl-1H-pyrrolo(2,3-b)pyridine

HRID 427216노트

반응식

HRID 427216 반응식
[C:1]([NH:9][C:10]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][N:11]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>CNC1C=CC=CC=1>[C:2]1([C:1]2[NH:9][C:10]3[C:15]([CH:16]=2)=[CH:14][CH:13]=[CH:12][N:11]=3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 90211N-(3-Methyl-2-pyridinyl)benzamide

생성물 1

HCID 6066822-Phenyl-1H-pyrrolo(2,3-b)pyridine수율 58%

시약·촉매·용매 1

HCID 7515N-Methylaniline용매

실험 절차

2-phenyl-7-azaindole was prepared in two steps. First, 2-amino-3-picoline was reacted with benzoyl chloride in chloroform in the presence of pyridine to produce 2-benzamido-3-picoline in 33% yield. Second, pyrolysis of 2-benzamido-3-picoline in N-methylaniline in the presence of NaH at 280° C. was performed to produce 2-phenyl-7-azaindole (FIG. 18) in 58% yield. This compound was characterized by NMR spectroscopy.

후처리

  1. customat 280° C.

출처 및 근거

ORD 기록
ord-5de8c0134ad04307a307de38830eb606
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06312835B1

반응 노트

불러오는 중…