Phosphoric Acid → HCID 59508093、化合物

HRID 1958647ノート

反応式

HRID 1958647 の反応式
[CH3:1][O:2][C:3]1[C:8]([C:9]2[NH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:7][CH:6]=[CH:5][N:4]=1.[CH2:18]([N:25]1[CH2:30][CH2:29][C:28](=O)[CH2:27][CH2:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.OP(O)(O)=O>C(O)(=O)C>[CH2:18]([N:25]1[CH2:26][CH:27]=[C:28]([C:17]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9]=2[C:8]2[C:3]([O:2][CH3:1])=[N:4][CH:5]=[CH:6][CH:7]=2)[CH2:29][CH2:30]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 1004Phosphoric AcidHCID 192201-Benzyl-4-piperidoneHCID 59508107HCID 59508107、化合物

生成物 1

HCID 59508093HCID 59508093、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

To a solution of 2-(2-methoxy-pyridin-3-yl)-1H-indole (0.43 g, 1.94 mmol) in acetic acid (12 ml) was added 1-benzyl-piperidin-4-one (1.10 g, 5.82 mmol) and H3PO4 (4 ml). The reaction was stirred at 100° C. for 3 h. The reaction was cooled to room temperature and poured into ice/NH4OH and filtered. The solid was washed with water and dissolved in dichloromethane. The crude product was purified by flash column chromatography (SiO2, 66% EtOAc in hexanes). The desired product was obtained as a tan solid (0.64 g, 83%). LCMS: 396.75 [M+H].

後処理

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationfiltered
  3. washThe solid was washed with water
  4. dissolutiondissolved in dichloromethane
  5. customThe crude product was purified by flash column chromatography (SiO2, 66% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-a40754a4714046f4a9ae93e2dacf2e0c
出典データセット
uspto-grants-2013_04
特許番号
US08410144B2

反応ノート

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