Allyl bromide → 1-allyl-3-(4-methoxy-2-methylphenyl)-7-(trifluoromethyl)-1H-indazole

HRID 1294981Notes

Reaction equation

HRID 1294981 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:12](=[C:13]([C:18]([F:21])([F:20])[F:19])[CH:14]=[CH:15][CH:16]=3)[NH:11][N:10]=2)=[C:5]([CH3:22])[CH:4]=1.[H-].[Na+].[CH2:25](Br)[CH:26]=[CH2:27]>>[CH2:27]([N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:21])([F:19])[F:20])[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[CH3:22])=[N:10]1)[CH:26]=[CH2:25]

Participants

4

Reactant 3

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 178489135HCID 178489135, compound

Product 1

HCID 688837931-allyl-3-(4-methoxy-2-methylphenyl)-7-(trifluoromethyl)-1H-indazoleYield 53%

Procedure

Prepared according to Method D step B from 3-(4-methoxy-2-methylphenyl)-7-(trifluoromethyl)-1H-indazole (0.150 g, 0.49 mmol), sodium hydride (60% in oil, 0.025 g, 1.04 mmol) and allyl bromide (0.07 mL, 0.7 mmol) to give the title compound (0.090 g) as a white solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4565d64096f1493aa35cdbb42a6af584
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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