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N-(4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-yl)acetamide → 4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-amine

HRID 1252071
ノート
印刷プレビュー

反応式

HRID 1252071 の反応式
C([NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[CH2:13][CH2:12]2)[N:9]=1)(=O)C>C(O)C.Cl>[NH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[CH2:13][CH2:12]2)[N:9]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 14129784N-(4-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-yl)acetamide

生成物 1

HCID 141297964-((4-(1H-Indol-3-yl)piperidin-1-yl)methyl)thiazol-2-amine収率 38.8%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

2-Acetylamino-4-[4-(3-indolyl)piperidinomethyl]thiazole (1.2 g) in a mixture of ethanol (3 ml) and 10% hydrochloric acid (9 ml) was stirred at 80° C. for 2.5 hours. After cooling to ambient temperature, the reaction mixture was concentrated under reduced pressure. To the residue was added dropwise 10% aqueous sodium hydroxide solution (12 ml) under ice-cooling. The resulting crystals were collected, washed with water, dried and recrystallized from ethanol to give 2-amino-4-[4-(3-indolyl)piperidinomethyl]thiazole (410 mg).

後処理

  1. temperatureAfter cooling to ambient temperature
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionTo the residue was added dropwise 10% aqueous sodium hydroxide solution (12 ml) under ice-
  4. temperaturecooling
  5. customThe resulting crystals were collected
  6. washwashed with water
  7. customdried
  8. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-2a03d9646e914b73bf2469335d9c3bdd
出典データセット
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04742057

反応ノート

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