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Triethylamine → Ethyl 4-ethyl-7-fluoro-6-methoxy-2-oxo-1,2-dihydro-3-quinolinecarboxylate

HRID 1007867
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HRID 1007867 반응식
C([CH:3]([C:7](Cl)=[O:8])[C:4](Cl)=[O:5])C.[NH2:10][C:11]1[CH:16]=[C:15]([F:17])[C:14]([O:18][CH3:19])=[CH:13][C:12]=1[C:20](=O)[CH2:21][CH3:22].C(N([CH2:29][CH3:30])CC)C.CC[O-:33].[Na+]>C(#N)C.O>[CH2:21]([C:20]1[C:12]2[C:11](=[CH:16][C:15]([F:17])=[C:14]([O:18][CH3:19])[CH:13]=2)[NH:10][C:7](=[O:8])[C:3]=1[C:4]([O:5][CH2:29][CH3:30])=[O:33])[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 2723922Sodium ethoxideHCID 10104164HCID 10104164, 화합물HCID 109209242-Ethylpropanedioyl dichloride

생성물 1

HCID 21892008Ethyl 4-ethyl-7-fluoro-6-methoxy-2-oxo-1,2-dihydro-3-quinolinecarboxylate수율 85.3%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6342Acetonitrile용매2회

실험 절차

A solution of ethylmalonyl chloride (12.9 ml, 100 mmol) in anhydrous acetonitrile (30 ml) is added dropwise, under argon and at 0° C. to a solution of 1-(2-amino-4-fluoro-5-methoxyphenyl)-1-propanone (15.3 g, 77.5 mmol) and triethylamine (13.9 ml, 100 mmol) in anhydrous acetonitrile (110 ml). The reaction medium is left to return to ambient temperature, a solution of sodium ethylate (obtained by 1.8 g, 78 mmol of sodium in 80 ml of ethanol) is cannulated dropwise and under argon, then the reaction medium is left under agitation for 12 hours at ambient temperature. The reaction mixture is poured into ice-cooled water (100 ml) and agitation is carried out for two hours, then the precipitate is filtered out and washed with water, with ethanol and with ether. 19.4 g of a white solid is obtained.

후처리

  1. waitThe reaction medium is left
  2. customto return to ambient temperature
  3. additionThe reaction mixture is poured into ice-
  4. waitis carried out for two hours
  5. filtrationthe precipitate is filtered out
  6. washwashed with water, with ethanol and with ether

출처 및 근거

ORD 기록
ord-62d32b041ea1483e999e6e9f76797894
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06797715B1

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