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

HRID 1294900Notes

Reaction equation

HRID 1294900 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[C:17]([F:20])([F:19])[F:18])[C:10]([C:21]3[CH:26]=[CH:25][C:24]([O:27]C)=[CH:23][CH:22]=3)=[N:9]2)=[CH:4][CH:3]=1.B(Br)(Br)Br.C1CCCCC=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[C:17]([F:20])([F:18])[F:19])[C:10]([C:21]3[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=3)=[N:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 688833241-(4-bromophenyl)-3-(4-methoxyphenyl)-7-trifluoromethyl-1H-indazole

Product 1

HCID 1354643454-[1-(4-bromophenyl)-7-(trifluoromethyl)-1H-indazol-3-yl]phenolYield 11.5%

Procedure

Prepared according to Method C step B from 1-(4-bromophenyl)-3-(4-methoxyphenyl)-7-trifluoromethyl-1H-indazole (0.5 mmol), boron tribromide (0.188 mL, 2.0 mmol) and 0.2 mL of cyclohexene to give the product (0.025 g) as a tan solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-16f4ef64e4404b998dac74712d426e29
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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