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

HRID 1295022Notes

Reaction equation

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

Participants

Reactant 3

HCID 8079Cyclohexene

HCID 25134Boron tribromide

HCID 688824462-allyl-3-(2,4-dimethoxyphenyl)-7-fluoro-2H-indazole

Product 1

HCID 1363584694-(2-allyl-7-fluoro-2H-indazol-3-yl)benzene-1,3-diolYield 40.5%

Procedure

Prepared according to Method D step C from 2-allyl-3-(2,4-dimethoxyphenyl)-7-fluoro-2H-indazole (0.057 g, 0.2 mmol), boron tribromide (0.150 mL, 1.6 mmol) and 1.0 mL of cyclohexene to give the product (0.023 g) as a white solid.

Workup

customPrepared

Sources & evidence

ORD record: ord-98098d1e788f4394b7e21af7a8320944
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07241791B2

Reaction notes

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