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

HRID 1294986Notes

Reaction equation

HRID 1294986 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]([CH2:22][CH2:23][CH3:24])[N:10]=2)=[C:5]([CH3:25])[CH:4]=1.B(Br)(Br)Br.C1CCCCC=1>>[CH3:25][C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][C:6]=1[C:9]1[C:17]2[C:12](=[C:13]([C:18]([F:21])([F:20])[F:19])[CH:14]=[CH:15][CH:16]=2)[N:11]([CH2:22][CH2:23][CH3:24])[N:10]=1

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 688846133-(4-methoxy-2-methylphenyl)-1-propyl-7-(trifluoromethyl)-1H-indazole

Product 1

HCID 1363584523-methyl-4-[1-propyl-7-(trifluoromethyl)-1H-indazol-3-yl]phenolYield 108.9%

Procedure

Prepared according to Method D step C from 3-(4-methoxy-2-methylphenyl)-1-propyl-7-(trifluoromethyl)-1H-indazole (0.087 g, 0.25 mmol), boron tribromide (0.136 mL, 1.4 mmol) and 1.0 mL of cyclohexene to give the product (0.091 g) as a white solid,

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4e32b2f6db434fe7b2c31787dfce80ab
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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