Pyridine → N-(3-Methyl-2-pyridinyl)benzamide

HRID 427215ノート

反応式

HRID 427215 の反応式
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[C:9](Cl)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N1C=CC=CC=1>C(Cl)(Cl)Cl>[C:10]1([C:9]2[NH:1][C:2]3[C:7]([CH:8]=2)=[CH:6][CH:5]=[CH:4][N:3]=3)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:9]([NH:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 153472-Amino-3-methylpyridine

生成物 2

HCID 90211N-(3-Methyl-2-pyridinyl)benzamideHCID 6066822-Phenyl-1H-pyrrolo(2,3-b)pyridine

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-3d6d695c26c949799f6b6c52983e589d
出典データセット
uspto-grants-2001_11
特許番号
US06312835B1

反応ノート

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