Pyruvic Acid → 2-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

HRID 263948

반응식

HRID 263948 반응식
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=O.[C:7]1([S:13]([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([CH:25]=O)=[CH:17]2)(=[O:15])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH:33]=[CH:34][C:35]=1[O:36][CH3:37])[NH2:32]>CCO>[C:7]1([S:13]([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([C:25]3[CH:4]=[C:2]([C:1]([OH:6])=[O:5])[C:33]4[C:31](=[CH:30][C:29]([O:28][CH3:27])=[C:35]([O:36][CH3:37])[CH:34]=4)[N:32]=3)=[CH:17]2)(=[O:15])=[O:14])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 1060Pyruvic AcidHCID 227703,4-DimethoxyanilineHCID 3633341-(Phenylsulfonyl)-3-indolecarboxaldehyde

생성물 1

HCID 187886132-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

Pyruvic acid (0.486 ml) is added to a suspension of (2.00 g) of N-phenylsulfonyl-3-indolecarboxaldehyde in 100 ml absolute EtOH. The mixture is heated to reflux and a solution of 3,4-dimethoxyaniline (1.074 g) in 50 ml absolute EtOH is added dropwise. The reaction is then refluxed for approximately three hours and stirred at RT for 72 hours. The yellow precipitate is collected by filtration, washed with EtOH then with ether and the solid collected. This is triturated with EtOAC/EtOH and dried and used directly in the next step.

후처리

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. temperatureThe reaction is then refluxed for approximately three hours
  4. filtrationThe yellow precipitate is collected by filtration
  5. washwashed with EtOH
  6. customwith ether and the solid collected
  7. customThis is triturated with EtOAC/EtOH
  8. customdried

출처 및 근거

ORD 기록
ord-45630c572692454bb15966d2992d7478
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646153

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