Cyclohexene → 4-(1-cyclopentyl-7-fluoro-1H-indazol-3-yl)-2-methylphenol

HRID 1294968Notes

Reaction equation

HRID 1294968 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)=[C:18]([CH3:24])[CH:17]=3)=[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])=[C:18]([CH3:24])[CH:17]=3)=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 688847601-cyclopentyl-7-fluoro-3-(4-methoxy-3-methylphenyl)-1H-indazole

Product 1

HCID 1363584454-(1-cyclopentyl-7-fluoro-1H-indazol-3-yl)-2-methylphenolYield 22.4%

Procedure

Prepared according to Method D step C from 1-cyclopentyl-7-fluoro-3-(4-methoxy-3-methylphenyl)-1H-indazole (0.70 g, 2.16 mmol), boron tribromide (0.82 mL, 8.6 mmol) and 1.0 mL of cyclohexene to give the product (0.15 g) as a white solid, mp 107° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9f65e4f6dd3541d789091a8825a79251
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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