Allyl bromide → 2-allyl-3-(2,4-dimethoxyphenyl)-7-fluoro-2H-indazole

HRID 1295021Notes

Reaction equation

HRID 1295021 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[C:19]2[C:14](=[C:15]([F:20])[CH:16]=[CH:17][CH:18]=2)[NH:13][N:12]=1.[H-].[Na+].[CH2:23](Br)[CH:24]=[CH2:25]>>[CH2:25]([N:12]1[C:11]([C:4]2[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=2[O:2][CH3:1])=[C:19]2[C:14]([C:15]([F:20])=[CH:16][CH:17]=[CH:18]2)=[N:13]1)[CH:24]=[CH2:23]

Participants

4

Reactant 3

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 1784891453-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole

Product 1

HCID 688824462-allyl-3-(2,4-dimethoxyphenyl)-7-fluoro-2H-indazoleYield 19.5%

Procedure

Prepared according to Method D step B from 3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole (0.300 g, 1.10 mmol), sodium hydride (60% in oil, 0.058 g, 1.50 mmol) and allyl bromide (0.173 mL, 2.00 mmol) to give the title compound (0.067 g) as a white solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d352ece94dac4060bdb9ddf5a8abf544
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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