1-Piperazinecarboxylic acid, ethyl ester → HCID 13957253, 화합물

HRID 2308948노트

반응식

HRID 2308948 반응식
[N:1]1[C:10]2[C:9](=[O:11])[CH:8]=[CH:7][C:6](=[O:12])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[N:13]1([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>COCCOC.[Ag]=O>[CH2:22]([O:21][C:19]([N:13]1[CH2:14][CH2:15][N:16]([C:7]2[C:6](=[O:12])[C:5]3[CH:4]=[CH:3][CH:2]=[N:1][C:10]=3[C:9](=[O:11])[CH:8]=2)[CH2:17][CH2:18]1)=[O:20])[CH3:23]

참가 물질

5

반응물 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 3883065,8-Dihydroquinoline-5,8-dione

생성물 1

HCID 13957253HCID 13957253, 화합물수율 37.5%

시약·촉매·용매 2

HCID 92152Silver(II) oxide촉매HCID 80711,2-Dimethoxyethane용매2회

실험 절차

A mixture of 1.1 g of 5,8-quinolinedione in 100 ml of 1,2-dimethoxyethane was added dropwise to a solution of 2.37 g of 1-piperazinecarboxylic acid, ethyl ester in 25 ml of 1,2-dimethyoxyethane with stirring. Stirring was continued for 30 minutes, then 1 g of silver oxide was added and this mixture was stirred overnight. The mixture was filtered and the solid washed with dichloromethane. The filtrate and wash were combined, evaporated, triturated with ethyl acetate and the solid collected. This solid was chromatographed, eluting with dichloromethane, then ethyl acetate. The active fractions were combined and evaporated, giving 817 mg of the desired product, mp 192°-194° C. (dec.).

후처리

  1. stirringStirring
  2. stirringthis mixture was stirred overnight
  3. filtrationThe mixture was filtered
  4. washthe solid washed with dichloromethane
  5. washThe filtrate and wash
  6. customevaporated
  7. customtriturated with ethyl acetate
  8. customthe solid collected
  9. customThis solid was chromatographed
  10. washeluting with dichloromethane
  11. customevaporated

출처 및 근거

ORD 기록
ord-095caf2d3c304d4faf785367e1c7d6dc
출처 데이터셋
uspto-grants-1987_09
특허 번호
US04692449

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