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

HRID 273865ノート

反応式

HRID 273865 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7405ef4dd820487a9f25f840869c860d
出典データセット
uspto-grants-1995_02
特許番号
US05387603

反応ノート

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