Trifluoroacetic acid → 1-Acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carboxamide

HRID 273865노트

반응식

HRID 273865 반응식
FC(F)(F)C(O)=O.[C:8]([N:11]1[C:19]2[C:14](=[CH:15][C:16]([CH2:23][CH:24]([N:26]([CH2:34][CH2:35][O:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[O:43][CH2:44][CH3:45])C(OC(C)(C)C)=O)[CH3:25])=[CH:17][C:18]=2[C:20]([NH2:22])=[O:21])[CH2:13][CH2:12]1)(=[O:10])[CH3:9].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[C:8]([N:11]1[C:19]2[C:14](=[CH:15][C:16]([CH2:23][CH:24]([NH:26][CH2:34][CH2:35][O:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[O:43][CH2:44][CH3:45])[CH3:25])=[CH:17][C:18]=2[C:20]([NH2:22])=[O:21])[CH2:13][CH2:12]1)(=[O:10])[CH3:9]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 152252041-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carboxamide

생성물 1

HCID 152252051-Acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carboxamide수율 101.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of trifluoroacetic acid (0.2 ml) and methylene chloride (0.2! ml) was added a solution of 1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carboxamide (40 mg) in methylene chloride (0.2 ml) with stirring under ice cooling, and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture was added a saturated aqueous sodium bicarbonate solution, and the mixture was extracted with methylene chloride. The extract was dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure, and the residue was purified by medium pressure liquid column chromatography on silica gel using a mixture of methylene chloride and methanol (10/1) as eluent to give 33 mg of 1-acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carboxamide as an amorphous powder.

후처리

  1. stirringthe mixture was stirred at room temperature for 1.5 hours
  2. extractionthe mixture was extracted with methylene chloride
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. concentrationThe solvent was concentrated under reduced pressure
  5. customthe residue was purified by medium pressure liquid column chromatography on silica gel using
  6. additiona mixture of methylene chloride and methanol (10/1) as eluent

출처 및 근거

ORD 기록
ord-7405ef4dd820487a9f25f840869c860d
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387603

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