5-Benzyloxy-6-methoxyindole → HCID 24823928, 화합물

HRID 2353524노트

반응식

HRID 2353524 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[NH:14][CH:13]=[CH:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Mg]Br)C.[CH3:24][C:25]1([CH3:33])[C:27]([CH3:29])([CH3:28])[CH:26]1[C:30](Cl)=[O:31]>[Cl-].[Zn+2].[Cl-]>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[NH:14][CH:13]=[C:12]2[C:30]([CH:26]1[C:27]([CH3:29])([CH3:28])[C:25]1([CH3:33])[CH3:24])=[O:31])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 2608005-Benzyloxy-6-methoxyindoleHCID 110410022,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 178418443HCID 178418443, 화합물

생성물 1

HCID 24823928HCID 24823928, 화합물수율 66%

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

실험 절차

A mixture of 5-benzyloxy-6-methoxyindole (Sigma, 2.0 g, 7.9 mmol), ethylmagnesium bromide (1.0 M solution in THF, 9.5 mL, 9.5 mmol), zinc chloride (1.0 M solution in Et2O, 9.5 mL, 9.5 mmol) and the product of Example 1A (12 mmol) was processed as described in Example 1B to provide the title compound (2.0 g, 5.2 mmol, 66% yield). MS (DCI/NH3) m/z 378 (M+H)+.

출처 및 근거

ORD 기록
ord-47141dd3e1d242548ecbdeaf8006f6db
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750039B2

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