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3-(Dimethylamino)-1-propanol → 4-[3-(Dimethylamino)propoxy]pyrazolo[1,5-a]quinoxaline-3-carboxylic acid, ethyl ester

HRID 65774
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HRID 65774 반응식
Cl[C:2]1[C:3]2[N:4]([N:12]=[CH:13][C:14]=2[C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][OH:25].C([Li])CCC>C1C=CC=CC=1>[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][O:25][C:2]1[C:3]2[N:4]([N:12]=[CH:13][C:14]=2[C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2
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참가 물질

5

반응물 3

HCID 766463-(Dimethylamino)-1-propanolHCID 54256020Ethyl 4-chloropyrazolo[1,5-A]quinoxaline-3-carboxylateHCID 178418339Butyllithium

생성물 1

HCID 867361934-[3-(Dimethylamino)propoxy]pyrazolo[1,5-a]quinoxaline-3-carboxylic acid, ethyl ester

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

A solution of 2.76 g. of 4-chloropyrazolo[1,5-a]quinoxaline-3-carboxylic acid, ethyl ester in benzene is added dropwise, at 10° to a stirred soluttion of 1.03 g. of 3-dimethylamino-1-propanol and 0.64 g. of butyl lithium in 30 ml. of benzene. The reaction mixture is heated under reflux for 3 hours and is then filtered and concentrated under reduced pressure. The oily residue is dissolved in petroleum ether, treated with carbon and cooled for 12 hours in the refrigerator. The product, 4-[3-(dimethylamino)propoxy]pyrazolo[1,5-a]quinoxaline-3-carboxylic acid, ethyl ester, crystallizes in the form of white needles, m.p. 78°-81°.

후처리

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 3 hours
  3. filtrationis then filtered
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe oily residue is dissolved in petroleum ether
  6. additiontreated with carbon
  7. temperaturecooled for 12 hours in the refrigerator
  8. customThe product, 4-[3-(dimethylamino)propoxy]pyrazolo[1,5-a]quinoxaline-3-carboxylic acid, ethyl ester, crystallizes in the form of white needles, m.p. 78°-81°

출처 및 근거

ORD 기록
ord-9b5981ab350f4d5ca7503508683b2173
출처 데이터셋
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04128716

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