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Butanoic acid, 4-chloro-4-oxo-, methyl ester → 8-[2,6-Dichloro-3-(3-methoxycarbonylpropionylamino)benzyloxy]-2-methylquinoline

HRID 1604598
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HRID 1604598 반응식
[NH2:1][C:2]1[C:3]([Cl:22])=[C:4]([C:18]([Cl:21])=[CH:19][CH:20]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[C:14]([CH3:17])[CH:13]=[CH:12]2.[CH3:23][O:24][C:25]([CH2:27][CH2:28][C:29](Cl)=[O:30])=[O:26].C(=O)([O-])O.[Na+]>O.C(N(CC)CC)C.ClCCl>[Cl:22][C:3]1[C:2]([NH:1][C:29](=[O:30])[CH2:28][CH2:27][C:25]([O:24][CH3:23])=[O:26])=[CH:20][CH:19]=[C:18]([Cl:21])[C:4]=1[CH2:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[C:14]([CH3:17])[CH:13]=[CH:12]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl ester2회HCID 516892Sodium BicarbonateHCID 108065208-(3-Amino-2,6-dichlorobenzyloxy)-2-methylquinoline

생성물 1

HCID 196032998-[2,6-Dichloro-3-(3-methoxycarbonylpropionylamino)benzyloxy]-2-methylquinoline

시약·촉매·용매 3

HCID 962Water용매
HCID 6344
Dichloromethane
용매
HCID 8471Triethylamine용매2회

실험 절차

To a mixture of 8-(3-amino-2,6-dichlorobenzyloxy)-2-methylquinoline (1.67 g), triethylamine (0.9 ml) and anhydrous dichloromethane (84 ml) was added 3-methoxycarbonylpropionyl chloride (0.7 ml). After stirring at ambient temperature for 9 hours, triethylamine (1.8 ml) and 3-methoxycarbonylpropionyl chloride (1.4 ml) were added thereto and the mixture was stirred for additional 30 minutes. The reaction mixture was washedwith water and saturated aqueous solution of sodium hydrogen carbonate, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by a silica gel column chromatography eluted with chloroform to give 8-[2,6-dichloro-3-(3-methoxycarbonylpropionylamino)benzyloxy]-2-methylquinoline (2.04 g) as a pale yellow oil.

후처리

  1. stirringthe mixture was stirred for additional 30 minutes
  2. dry with materialdried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was purified by a silica gel column chromatography
  5. washeluted with chloroform

출처 및 근거

ORD 기록
ord-3bc2f154716b48588c8f7a6a18d0dd58
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05994368

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