Potassium Carbonate → 1-(2-(6-(4-fluoro-phenylsulfanyl)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

HRID 13357

反応式

HRID 13357 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:15]([N:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[C:23]1[C:28](F)=[CH:27][C:26]([NH:30][C:31]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=2)=O)=[C:25]([N+:39]([O-])=O)[CH:24]=1)(=[O:17])[CH3:16].O.O.[Sn](Cl)Cl>C(=O)(O)[O-].[Na+].CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:28]2[C:23]([CH:19]3[CH2:20][CH2:21][CH2:22][N:18]3[C:15](=[O:17])[CH3:16])=[CH:24][C:25]3[NH:39][C:31]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=4)=[N:30][C:26]=3[CH:27]=2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 61436Stannous chloride dihydrateHCID 677894-FluorothiophenolHCID 23145313Pyridine-2-carboxylic acid-(4-(1-acetyl-pyrrolidin-2-yl)-5-fluoro-2-nitro-phenyl)-amide

生成物 1

HCID 231455871-(2-(6-(4-fluoro-phenylsulfanyl)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
100 °C

実験手順

20 mg of 4-fluoro-benzenethiol and 30 mg of potassium carbonate were added in order to an N,N-dimethylformamide (1 ml) solution of 50 mg of pyridine-2-carboxylic acid-(4-(1-acetyl-pyrrolidin-2-yl)-5-fluoro-2-nitro-phenyl)-amide, and the reaction liquid was stirred at 100° C. for 2 hours. 30 mg of tin(II) chloride dihydrate was added to the reaction liquid, and the reaction liquid was stirred at 100° C. for 3 hours. After cooled, the reaction liquid was diluted with aqueous saturated sodium bicarbonate and extracted with chloroform, and the organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1) to obtain the entitled compound as a white solid.

後処理

  1. customthe reaction liquid
  2. customthe reaction liquid
  3. stirringwas stirred at 100° C. for 3 hours
  4. temperatureAfter cooled
  5. customthe reaction liquid
  6. extractionextracted with chloroform
  7. dry with materialthe organic layer was dried with anhydrous magnesium sulfate
  8. customthe solvent was evaporated away under reduced pressure
  9. customThe resulting residue was purified
  10. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1)

出典と根拠

ORDレコード
ord-193abfcda9f243b19d8caf7097c67caa
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

関連ノート

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