Sodium Bicarbonate → 4-(5-Fluoro-2-hydroxyphenyl)-1-(2-methoxyquinolin-5-ylamino)-4-methyl-2-(trifluoromethyl)pentan-2-ol

HRID 2182657노트

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HRID 2182657 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:32]C)=[C:6]([C:8]([CH3:31])([CH3:30])[CH2:9][C:10]([C:26]([F:29])([F:28])[F:27])([OH:25])[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]([O:23][CH3:24])=[N:18]3)[CH:7]=1.B(Br)(Br)Br.C(Cl)Cl.C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:32])=[C:6]([C:8]([CH3:30])([CH3:31])[CH2:9][C:10]([C:26]([F:27])([F:28])[F:29])([OH:25])[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]([O:23][CH3:24])=[N:18]3)[CH:7]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 219488414-(5-Fluoro-2-methoxyphenyl)-1-(2-methoxyquinolin-5-ylamino)-4-methyl-2-(trifluoromethyl)pentan-2-olHCID 22277759Boron tribromide dichloromethane

생성물 1

HCID 219489234-(5-Fluoro-2-hydroxyphenyl)-1-(2-methoxyquinolin-5-ylamino)-4-methyl-2-(trifluoromethyl)pentan-2-ol수율 76.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

100 mg (0.21 mmol) of 4-(5-fluoro-2-methoxyphenyl)-1-(2-methoxyquinolin-5-ylamino)-4-methyl-2-(trifluoromethyl)pentan-2-ol in 9 ml of CH2Cl2 is mixed at room temperature with 4 ml of 1M boron tribromide-CH2Cl2 solution. After 15 hours at room temperature, the batch is poured into saturated NaHCO3 solution, stirred for 10 minutes and extracted with ethyl acetate. The combined organic extracts are dried (Na2SO4) and concentrated by evaporation in a vacuum. Chromatography on silica gel with hexane/ethyl acetate yields 73 mg of the product.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic extracts are dried (Na2SO4)
  3. concentrationconcentrated by evaporation in a vacuum

출처 및 근거

ORD 기록
ord-6daa6a83c19a4f028e5fb7a369aceb50
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06897224B2

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