Cyclohexene → 4-(1-cyclopentyl-7-fluoro-1H-indazol-3-yl)benzene-1,3-diol

HRID 1295006Notes

Reaction equation

HRID 1295006 reaction equation
[CH:1]1([N:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[F:15])[C:8]([C:16]3[CH:21]=[CH:20][C:19]([O:22]C)=[CH:18][C:17]=3[O:24]C)=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.B(Br)(Br)Br.C1CCCCC=1>>[CH:1]1([N:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[F:15])[C:8]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][C:17]=3[OH:24])=[N:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 688823241-cyclopentyl-3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole

Product 1

HCID 1363584614-(1-cyclopentyl-7-fluoro-1H-indazol-3-yl)benzene-1,3-diolYield 78.4%

Procedure

Prepared according to Method D step C from 1-cyclopentyl-3-(2,4-dimethoxyphenyl)-7-fluoro-1H-indazole (0.225 g, 0.6 mmol), boron tribromide (0.5 mL, 5 mmol) and 1.0 mL of cyclohexene to give the product (0.147 g) as a white solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7f1aa02ad8b949ffa4437008f2f3a976
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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