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Sodium Hydroxide → HCID 14747672, 화합물

HRID 483847
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HRID 483847 반응식
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[NH:15][C:14](=[O:19])[CH:13]=[CH:12]2)([OH:3])=O.ClC(OCC(C)C)=O.[CH:28]1([CH2:34][NH:35][CH2:36][CH2:37][N:38]2[CH2:42][CH2:41][CH2:40][CH2:39]2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.[OH-].[Na+]>C(Cl)(Cl)Cl>[CH:28]1([CH2:34][N:35]([CH2:36][CH2:37][N:38]2[CH2:42][CH2:41][CH2:40][CH2:39]2)[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[CH:12]3)=[O:3])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

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HCID 14798Sodium HydroxideHCID 62365Isobutyl chloroformateHCID 131126105-[(2-Oxo-1,2-dihydroquinolin-6-yl)oxy]pentanoic acidHCID 20081645HCID 20081645, 화합물

생성물 1

HCID 14747672HCID 14747672, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

2.00 Grams of 6-(4-carboxybutoxy)carbostyril is suspended in 60 ml of chloroform. Thereto is added 1.40 g of DBu. The mixture is stirred for 30 minutes at room temperature. 1.05 g of isobutyl chloroformate is added with ice cooling. Then, there is dropwise added at room temperature 1.61 g of N-(cyclohexylmethyl)-N-[2-(1-pyrrolidinyl)ethyl]amine. The mixture is stirred for 3 hours at room temperature. Then, a 0.5N aqueous sodium hydroxide solution is added, and the mixture is stirred for 10 minutes. Extraction with chloroform is effected. The extract is washed with water and dried with anhydrous magnesium sulfate. The solvent is removed by evaporation. The resulting residue is purified by a silica gel column chromatography (chloroform:methanol=20:1) and recrystallized from diethyl ether to obtain 1.00 g of 6-[4-{N-cyclohexylmethyl-N-[2-(1-pyrrolidinyl)ethyl]aminocarbonyl}butoxy]carbostyril.

후처리

  1. additionThereto is added 1.40 g of DBu
  2. stirringThe mixture is stirred for 3 hours at room temperature
  3. stirringthe mixture is stirred for 10 minutes
  4. extractionExtraction with chloroform
  5. washThe extract is washed with water
  6. dry with materialdried with anhydrous magnesium sulfate
  7. customThe solvent is removed by evaporation
  8. customThe resulting residue is purified by a silica gel column chromatography (chloroform:methanol=20:1)
  9. customrecrystallized from diethyl ether

출처 및 근거

ORD 기록
ord-43fc5d9abdc14488b56bf2b5fdd451c1
출처 데이터셋
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05227381

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