{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 1531270노트

반응식

HRID 1531270 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-adaa41867d2c48c5a603e00a2e8b2ea3
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197798B1

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