Cyclohexene → 4-(7-fluoro-2-isobutyl-2H-indazol-3-yl)benzene-1,3-diol

HRID 1295018Notes

Reaction equation

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

Participants

Reactant 3

HCID 8079Cyclohexene

HCID 25134Boron tribromide

HCID 688841233-(2,4-dimethoxyphenyl)-7-fluoro-2-isobutyl-2H-indazole

Product 1

HCID 1363584674-(7-fluoro-2-isobutyl-2H-indazol-3-yl)benzene-1,3-diolYield 79.9%

Procedure

Prepared according to Method D step C from 3-(2,4-dimethoxyphenyl)-7-fluoro-2-isobutyl-2H-indazole (0.036 g, 0.1 mmol), boron tribromide (0.083 mL, 0.9 mmol) and 1.0 mL of cyclohexene to give the product (0.024 g) as a white solid.

Workup

customPrepared

Sources & evidence

ORD record: ord-b2bef97f64374285aa6e26fb5d6b2bd4
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07241791B2

Reaction notes

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