Potassium Carbonate → 2-Ethyl-5-fluoro-1-{1-[3-(4-fluoro-phenylsulfanyl)-propyl]-piperidine-4-yl}-1H-indole

HRID 1984985ノート

反応式

HRID 1984985 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][C:19]([F:23])=[CH:20][CH:21]=3)[CH:16]=[C:15]2[CH2:24][CH3:25])[CH2:10][CH2:9]1)C1C=CC=CC=1.BrC[CH2:28][CH2:29][S:30][C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:24]([C:15]1[N:14]([CH:11]2[CH2:12][CH2:13][N:8]([CH2:1][CH2:28][CH2:29][S:30][C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=3)[CH2:9][CH2:10]2)[C:22]2[C:17]([CH:16]=1)=[CH:18][C:19]([F:23])=[CH:20][CH:21]=2)[CH3:25]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 14575314Benzene, 1-[(3-bromopropyl)thio]-4-fluoro-HCID 577188391-(1-benzyl-piperidine-4-yl)-2-ethyl-5-fluoro-1H-indole

生成物 1

HCID 577188442-Ethyl-5-fluoro-1-{1-[3-(4-fluoro-phenylsulfanyl)-propyl]-piperidine-4-yl}-1H-indole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-(1-Benzyl-piperidine-4-yl)-2-ethyl-5-fluoro-1H-indole (2.4 g), 1-(3-Bromo-propylsulfanyl)4-fluoro-benzene (2.4 g), acetonitrile and potassium carbonate is heated under reflux for 5 h. The solvent is removed and the resulting oil is purified with flash column chromatography (1:1 ethyl acetate:petrol ether). The fraction containing the product is freed from solvent and the resulting oil crystallized with ethanol. Yield is 1.2 g (30%) of colourless crystals.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for 5 h
  3. customThe solvent is removed
  4. customthe resulting oil is purified with flash column chromatography (1:1 ethyl acetate:petrol ether)
  5. additionThe fraction containing the product
  6. customthe resulting oil crystallized with ethanol

出典と根拠

ORDレコード
ord-27835271281344e1a506e815b5f18b37
出典データセット
uspto-grants-2009_06
特許番号
US07544806B2

反応ノート

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