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

HRID 12414ノート

反応式

HRID 12414 の反応式
[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

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 178418390HCID 178418390、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-dbe2310c979846949888823e57059fe4
出典データセット
uspto-grants-2010_06
特許番号
US07728005B2

反応ノート

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