1H-indole-6-carbonitrile → HCID 24824480、化合物

HRID 227426

反応式

HRID 227426 の反応式
[C:1]([C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[CH:5][CH:4]=1)#[N:2].C([Mg]Br)C.[CH3:16][C:17]1([CH3:25])[C:19]([CH3:21])([CH3:20])[CH:18]1[C:22](Cl)=[O:23]>[Cl-].[Zn+2].[Cl-]>[CH3:16][C:17]1([CH3:25])[C:19]([CH3:21])([CH3:20])[CH:18]1[C:22]([C:7]1[C:6]2[C:10](=[CH:11][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[NH:9][CH:8]=1)=[O:23]

参加物

5

反応物 3

HCID 851461H-indole-6-carbonitrileHCID 110410022,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 178418443HCID 178418443、化合物

生成物 1

HCID 24824480HCID 24824480、化合物収率 49%

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

実験手順

A mixture of 6-cyanoindole (Lancaster, 1.0 g, 7.0 mmol), ethylmagnesium bromide (1.0 M solution in THF, 8.4 mL, 8.4 mmol), zinc chloride (1.0 M solution in Et2O, 8.4 mL, 8.4 mmol) and the product of Example 1A (11 mmol) was processed as described in Example 1B to provide the title compound (0.91 g, 3.4 mmol, 49% yield). MS (DCI/NH3) m/z 267 (M+H)+.

出典と根拠

ORDレコード
ord-3b3ed7dd64884ac3ae99542ca3760b16
出典データセット
uspto-grants-2009_07
特許番号
US07560481B2

関連ノート

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