Cyclohexene → 4-[1-isopropyl-7-(trifluoromethyl)-1H-indazol-3-yl]phenol

HRID 1294943Notes

Reaction equation

HRID 1294943 reaction equation
C[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)[N:11]([CH:22]([CH3:24])[CH3:23])[N:10]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br.C1CCCCC=1>>[CH:22]([N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:21])([F:20])[F:19])[C:9]([C:6]2[CH:5]=[CH:4][C:3]([OH:2])=[CH:8][CH:7]=2)=[N:10]1)([CH3:24])[CH3:23]

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 688838123-(4-methoxyphenyl)-1-isopropyl-7-trifluoromethyl-1H-indazole

Product 1

HCID 1354281204-[1-isopropyl-7-(trifluoromethyl)-1H-indazol-3-yl]phenolYield 76.8%

Procedure

Prepared according to Method D step C from 3-(4-methoxyphenyl)-1-isopropyl-7-trifluoromethyl-1H-indazole (0.043 g, 0.13 mmol), boron tribromide (0.094 mL, 1.0 mmol) and 0.3 mL of cyclohexene to give the product (0.032 g) as an off-white solid, mp 156–157° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-94f5f067bfe14e77a4d1d228e3d50043
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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