1H-indole-6-carbonitrile → HCID 24824480, 화합물

HRID 227426

반응식

HRID 227426 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 24824480HCID 24824480, 화합물수율 49%

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

실험 절차

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)+.

출처 및 근거

ORD 기록
ord-3b3ed7dd64884ac3ae99542ca3760b16
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560481B2

연결된 노트

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