{5-[(4'-Trifluoromethylbiphenyl-2-carbonyl)-amino]indan-2-yl}-carbamic acid tert-butyl ester → 4'-Trifluoromethylbiphenyl-2-carboxylic acid (2-amino-indan-5-yl)-amide

HRID 1531270ノート

反応式

HRID 1531270 の反応式
C(OC(=O)[NH:7][CH:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([NH:17][C:18]([C:20]3[C:21]([C:26]4[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=4)=[CH:22][CH:23]=[CH:24][CH:25]=3)=[O:19])[CH:14]=2)[CH2:9]1)(C)(C)C>C(O)=O>[NH2:7][CH:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([NH:17][C:18]([C:20]3[C:21]([C:26]4[CH:27]=[CH:28][C:29]([C:32]([F:33])([F:34])[F:35])=[CH:30][CH:31]=4)=[CH:22][CH:23]=[CH:24][CH:25]=3)=[O:19])[CH:14]=2)[CH2:9]1

参加物

3

反応物 1

HCID 70184229{5-[(4'-Trifluoromethylbiphenyl-2-carbonyl)-amino]indan-2-yl}-carbamic acid tert-butyl ester

生成物 1

HCID 212533824'-Trifluoromethylbiphenyl-2-carboxylic acid (2-amino-indan-5-yl)-amide

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

A solution of the title E compound ({5-[(4′-trifluoromethylbiphenyl-2-carbonyl)-amino]indan-2-yl}-carbamic acid tert-butyl ester, 5.19 g, 10.5 mmol) in formic acid (40 mL) is heated to 40° C. with stirring. After 3 h, the reaction mixture is cooled to room temperature and stirring is continued for 16 h. The reaction mixture is concentrated under reduced pressure and the resulting oil dissolved in ethyl acetate. The organic layer is washed with 8% NaHCO3 solution until the aqueous layer remains basic at which point a precipitate forms in the organic layer. The precipitate is collected by filtration to give 4′-trifluoromethylbiphenyl-2-carboxylic acid (2-amino-indan-5-yl)-amide. The organic layer of the filtrate is dried (MgSO4) and concentrated under reduced pressure to give a solid. Trituation of the solid with diethyl ether yields additional 4′-trifluoromethylbiphenyl-2-carboxylic acid (2-amino-indan-5-yl)-amide.

後処理

  1. stirringstirring
  2. waitis continued for 16 h
  3. concentrationThe reaction mixture is concentrated under reduced pressure
  4. dissolutionthe resulting oil dissolved in ethyl acetate
  5. washThe organic layer is washed with 8% NaHCO3 solution until the aqueous layer
  6. filtrationThe precipitate is collected by filtration

出典と根拠

ORDレコード
ord-adaa41867d2c48c5a603e00a2e8b2ea3
出典データセット
uspto-grants-2001_03
特許番号
US06197798B1

反応ノート

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