3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester → Ethyl 8-methoxy-4-(4-methoxy-3-thienylamino)quinoline-3-carboxylate

HRID 1084729

반응식

HRID 1084729 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]2Cl.[CH3:19][O:20][C:21]1[C:22]([NH2:26])=[CH:23][S:24][CH:25]=1>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]2[NH:26][C:22]1[C:21]([O:20][CH3:19])=[CH:25][S:24][CH:23]=1

참가 물질

4

반응물 2

HCID 3045573-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl esterHCID 149896854-Methoxythiophen-3-amine

생성물 1

HCID 14989686Ethyl 8-methoxy-4-(4-methoxy-3-thienylamino)quinoline-3-carboxylate수율 76.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Ethyl 8-methoxy-4-chloroquinoline-3-carboxylate (1.5 g, 0.0056 mol) and 4-methoxy-3-aminothiophene (1.46 g, 0.0112 mol) in 1,4 dioxan (20 ml) were heated under reflux for 4 hours. The solid which had formed was collected by filtration and dried. The solid was dissolved in chloroform, washed with sodium carbonate solution (50 ml), then water, dried over magnesium sulphate, filtered and evaporated under reduced pressure to give a yellow solid. Recrystallization from ethyl acetate gave the title compound, (1.53 g) m.p. 176°-178°.

후처리

  1. temperatureunder reflux for 4 hours
  2. customThe solid which had formed
  3. filtrationwas collected by filtration
  4. customdried
  5. dissolutionThe solid was dissolved in chloroform
  6. washwashed with sodium carbonate solution (50 ml)
  7. dry with materialwater, dried over magnesium sulphate
  8. filtrationfiltered
  9. customevaporated under reduced pressure
  10. customto give a yellow solid
  11. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-749dbe78ec7e49cc892975268f9012ca
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05006535

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