Cyclohexene → 4-[1-cyclohexyl7-(fluoro)-1H-indazol-3-yl]phenol

HRID 1294904Notes

Reaction equation

HRID 1294904 reaction equation
[CH:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[F:16])[C:9]([C:17]3[CH:22]=[CH:21][C:20]([O:23]C)=[CH:19][CH:18]=3)=[N:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.B(Br)(Br)Br.C1CCCCC=1>>[CH:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[F:16])[C:9]([C:17]3[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=3)=[N:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 688821271-cyclohexyl-7-fluoro-3-(4-methoxyphenyl)-1H-indazole

Product 1

HCID 1363584384-[1-cyclohexyl7-(fluoro)-1H-indazol-3-yl]phenolYield 25.8%

Procedure

Prepared according to Method C step B from 1-cyclohexyl-7-fluoro-3-(4-methoxyphenyl)-1H-indazole (0.9 g, 0.5 mmol), boron tribromide (0.094 mL, 1.0 mmol) and 0.5 mL of cyclohexene to give the product (0.040 g) as a tan solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a21cbae7dc9e4fa0af18148f2981d06c
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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