Ethyl acetate hexane → HCID 21948904, compound

HRID 2215408Notes

Reaction equation

HRID 2215408 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:31]C)=[C:6]([C:8]([CH3:30])([CH3:29])[CH2:9][C:10]([C:25]([F:28])([F:27])[F:26])([OH:24])[CH2:11][NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[CH:15]=[CH:16][C:17]([CH3:23])=[N:18]3)[CH:7]=1.B(Br)(Br)Br.C(Cl)Cl.CCCCCC.C(OCC)(=O)C>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:31])=[C:6]([C:8]([CH3:29])([CH3:30])[CH2:9][C:10]([C:25]([F:26])([F:27])[F:28])([OH:24])[CH2:11][NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[CH:15]=[CH:16][C:17]([CH3:23])=[N:18]3)[CH:7]=1

Participants

5

Reactant 3

HCID 21226206Ethyl acetate hexaneHCID 21948853HCID 21948853, compoundHCID 22277759Boron tribromide dichloromethane

Product 1

HCID 21948904HCID 21948904, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Analogously to Example 35, 153 mg (0.34 mmol) of 4-(5-fluoro-2-methoxyphenyl)-4-methyl-1-(2-methylquinolin-5-ylamino)-2-(trifluoromethyl)-pentan-2-ol in 17 ml of CH2Cl2 is reacted with 6.8 ml of 1M boron tribromide-CH2Cl2 solution. After chromatography on silica gel with hexane-ethyl acetate (0–55%), 99 mg of the product is obtained.

Sources & evidence

ORD record
ord-73dad0621df84acbabe3f61c847b3e2d
Source dataset
uspto-grants-2006_09
Patent number
US07109212B2

Reaction notes

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