Water → N-[3-(5-isopropyl-4-methoxy-2-methylbenzylidene)-2-oxo-2,3-dihydro-1H-indol-6-yl]-acetamide

HRID 24382

반응식

HRID 24382 반응식
[CH:1]([C:4]1[C:5]([O:13][CH3:14])=[CH:6][C:7]([CH3:12])=[C:8]([CH:11]=1)[CH:9]=O)([CH3:3])[CH3:2].[C:15]([NH:18][C:19]1[CH:27]=[C:26]2[C:22]([CH2:23][C:24](=[O:28])[NH:25]2)=[CH:21][CH:20]=1)(=[O:17])[CH3:16].N1CCCC1.O>C(O)C>[CH:1]([C:4]1[C:5]([O:13][CH3:14])=[CH:6][C:7]([CH3:12])=[C:8]([CH:11]=1)[CH:9]=[C:23]1[C:22]2[C:26](=[CH:27][C:19]([NH:18][C:15](=[O:17])[CH3:16])=[CH:20][CH:21]=2)[NH:25][C:24]1=[O:28])([CH3:3])[CH3:2]

참가 물질

6

실험 절차

A mixture of 5-isopropyl-4-methoxy-2-methylbenzaldehyde (0.25 g, 1.3 mmol), 6-acetamido-2-oxindole (0.25 g, 1.3 mmol) and pyrrolidine (0.54 ml, 6.5 mmol) in ethanol (4 ml) was held in a sealed tube at 100° C. for 12 hours. The reaction was cooled and then poured into water (100 ml). The solid which formed was removed by filtration, washed with water and then dissolved in ethyl acetate (200 ml). The ethyl acetate solution was dried over magnesium sulfate and concentrated. The resulting solid was triturated with dichloromethane/hexanes to afford 0.33 g (70%) of N-[3-(5-isopropyl-4-methoxy-2-methylbenzylidene)-2-oxo-2,3-dihydro-1H-indol-6-yl]-acetamide as a brownish yellow solid.

후처리

  1. temperatureThe reaction was cooled
  2. customThe solid which formed
  3. customwas removed by filtration
  4. washwashed with water
  5. dissolutiondissolved in ethyl acetate (200 ml)
  6. dry with materialThe ethyl acetate solution was dried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe resulting solid was triturated with dichloromethane/hexanes

출처 및 근거

ORD 기록
ord-e98db52dd1d24397b55062fec6a0fdab
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855730B2

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