HCID 21948920, compound → HCID 21948862, compound

HRID 2182639Notes

Reaction equation

HRID 2182639 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([NH:11][CH2:12][C:13]([C:28]([F:31])([F:30])[F:29])([OH:27])[CH2:14][C:15]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[O:25]C)([CH3:17])[CH3:16])=[CH:3][CH:2]=1.B(Br)(Br)Br.C(Cl)Cl>C(Cl)Cl.CO>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([NH:11][CH2:12][C:13]([C:28]([F:30])([F:29])[F:31])([OH:27])[CH2:14][C:15]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[OH:25])([CH3:17])[CH3:16])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21948920HCID 21948920, compoundHCID 22277759Boron tribromide dichloromethane

Product 1

HCID 21948862HCID 21948862, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Analogously to Example 2, 200 mg (0.46 mmol) of 1-(quinolin-4-ylamino)-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-(trifluoromethyl)pentan-2-ol and 9 ml of 1 M boron tribromide-CH2Cl2 solution are reacted. After chromatography on silica gel with CH2Cl2-methanol (0-15%), 138 mg of product is obtained.

Sources & evidence

ORD record
ord-b3afc748b4e6485b8567f5d4f55b87b4
Source dataset
uspto-grants-2005_05
Patent number
US06897224B2

Reaction notes

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