Bromocyclopentane → 1-cyclopentyl-3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole

HRID 1295005Notes

Reaction equation

HRID 1295005 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+].[CH:23]1(Br)[CH2:27][CH2:26][CH2:25][CH2:24]1>>[CH:23]1([N:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:11]([C:4]3[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=3[O:2][CH3:1])=[N:12]2)[CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 8728BromocyclopentaneHCID 24758Sodium hydrideHCID 1784891453-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole

Product 1

HCID 688823241-cyclopentyl-3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazoleYield 125%

Procedure

Prepared according to Method D step B from 3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole (0.150 g, 0.55 mmol), sodium hydride (60% in oil, 0.058 g, 0.66 mmol) and cyclopentyl bromide (0.214 mL, 2.0 mmol) to give the title compound (0.234 g) as a white solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-54ddf5aa11284b19b60beaf381ab4dac
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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