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

HRID 2209976ノート

反応式

HRID 2209976 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4b95683d4e324d3585bae57c5eed4d83
出典データセット
uspto-grants-1995_10
特許番号
US05457099

反応ノート

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