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

반응식

HRID 13350 반응식
[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]

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a92d6190786d4e50ab259348df0d02ec
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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