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

HRID 65774

反応式

HRID 65774 の反応式
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

参加物

5

実験手順

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°.

後処理

  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°

出典と根拠

ORDレコード
ord-9b5981ab350f4d5ca7503508683b2173
出典データセット
uspto-grants-1978_12
特許番号
US04128716

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