Water → 6-acetylamino-4-[2-[4-(1H-indol-3-Yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone

HRID 2209976노트

반응식

HRID 2209976 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH:18]([C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][CH:22]=2)[CH2:17][CH2:16]1.C(N(CC)CC)C.[C:37](Cl)(=[O:39])[CH3:38].O>CN(C)C=O>[C:37]([NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[CH2:13][CH2:14][N:15]1[CH2:16][CH2:17][CH:18]([C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][CH:22]=2)[CH2:19][CH2:20]1)(=[O:39])[CH3:38]

참가 물질

6

반응물 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 193796936-amino-4-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone

생성물 1

HCID 193796736-acetylamino-4-[2-[4-(1H-indol-3-Yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone수율 81.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 6-amino-4-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone (III-20) (1 g, 2.59 mmol) in dimethylformamide (8 ml) was added triethylamine (0.7 ml, 5 mmol). To the mixture was added dropwise acetyl chloride (0.2 ml, 2.75 mmol) at 0 ° C. and the mixture was stirred at the same temperature for 15 minutes. The reaction mixture was poured into water and the separated solid was filtered off. After washing with water and drying, the solid was recrystallized from a mixture of methanol, tetrahydrofuran and water to give the desired product (III-21) (900 mg) as pale yellow crystals (yield 81.1%, mp 180°-183° C. (methanol/tetrahydrofuran/water).

후처리

  1. filtrationthe separated solid was filtered off
  2. washAfter washing with water
  3. customdrying
  4. customthe solid was recrystallized from a mixture of methanol, tetrahydrofuran and water

출처 및 근거

ORD 기록
ord-4b95683d4e324d3585bae57c5eed4d83
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05457099

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