Cesium carbonate → trans-1-(4-acetoxy-2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

HRID 13350

反応式

HRID 13350 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].C(=O)([O-])[O-].[Cs+].[Cs+].[C:18]([N:21]1[CH2:25][C@@H:24]([O:26][C:27](=[O:29])[CH3:28])[CH2:23][C@@H:22]1[C:30]1[CH:35]=[C:34]([N+:36]([O-])=O)[C:33]([NH:39][C:40]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][N:43]=2)=O)=[CH:32][C:31]=1F)(=[O:20])[CH3:19].O.O.[Sn](Cl)Cl>C(OCC)(=O)C.CN(C)C=O>[C:27]([O:26][C@@H:24]1[CH2:25][N:21]([C:18](=[O:20])[CH3:19])[C@@H:22]([C:30]2[C:31]([O:11][C:8]3[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][CH:7]=3)=[CH:32][C:33]3[N:39]=[C:40]([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][N:43]=4)[NH:36][C:34]=3[CH:35]=2)[CH2:23]1)(=[O:29])[CH3:28]

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 61436Stannous chloride dihydrateHCID 1233504-(Methylsulfonyl)phenolHCID 67483055trans-1-Acetyl-2-(5-nitro-2-fluoro-4-((pyridin-2-carbonyl)-amino)-phenyl)-4-acetoxy-pyrrolidine

生成物 1

HCID 67483003trans-1-(4-acetoxy-2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

10 mg of 4-methanesulfonyl-phenol and 20 mg of cesium carbonate were added to a dimethylformamide (0.5 ml) solution of 21 mg of trans-1-acetyl-2-(5-nitro-2-fluoro-4-((pyridin-2-carbonyl)-amino)-phenyl)-4-acetoxy-pyrrolidine, and the reaction liquid was stirred at 90° C. for 1 hour. 100 mg of tin(II) chloride dihydrate was added to it, and the reaction liquid was stirred at 90° C. for 5 hours. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a yellow oily substance.

後処理

  1. customthe reaction liquid
  2. customthe reaction liquid
  3. stirringwas stirred at 90° C. for 5 hours
  4. customThe reaction liquid
  5. washwashed with water and saturated saline in order
  6. dry with materialdried with anhydrous sodium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customto obtain the entitled compound as a yellow oily substance

出典と根拠

ORDレコード
ord-a92d6190786d4e50ab259348df0d02ec
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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