Ethyl Acetate → Acetamide, N-(5-amino-8-isoquinolinyl)-2,2,2-trifluoro-

HRID 12414노트

반응식

HRID 12414 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:20])[C:16]([F:19])([F:18])[F:17])=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[CH:9]2)([O-])=O.C(OCC)(=O)C>[Pd].[C].[Pd].O1CCCC1>[NH2:1][C:4]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:20])[C:16]([F:19])([F:17])[F:18])=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[CH:9]2

참가 물질

6

반응물 2

HCID 8857Ethyl AcetateHCID 23134062N-(5-nitroisoquinolin-8-yl)trifluoroacetamide

생성물 1

HCID 23134069Acetamide, N-(5-amino-8-isoquinolinyl)-2,2,2-trifluoro-

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 178418390HCID 178418390, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

To N-(5-nitroisoquinolin-8-yl)trifluoroacetamide (200 mg) were added ethyl acetate (15 ml) and 5% palladium-carbon (wet, 20 mg) and the mixture was stirred at room temperature under hydrogen atmosphere for 1 hr. Tetrahydrofuran was added to the reaction mixture to dissolve the resultant crystals, and palladium catalyst was removed by celite filtration. The solvent was evaporated from the filtrate to give N-(5-aminoisoquinolin-8-yl)trifluoroacetamide as a crude product. Tetrahydrofuran (12 ml), pyridine (62 μl) and phenyl chloroformate (0.10 ml) were added to the obtained crude product, and the mixture was stirred at room temperature for 15 min. The reaction mixture was diluted with dichloromethane, and washed twice with saturated aqueous sodium hydrogen carbonate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with diethyl ether and dried under reduced pressure to give 8-(trifluoroacetylamino)isoquinolin-5-ylcarbamic acid phenyl ester (194 mg).

후처리

  1. customwas removed by celite filtration
  2. customThe solvent was evaporated from the filtrate

출처 및 근거

ORD 기록
ord-dbe2310c979846949888823e57059fe4
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728005B2

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