Cesium carbonate → HCID 68749705、化合物

HRID 588980ノート

反応式

HRID 588980 の反応式
CS(O[CH2:6][C:7]1[C:12]([CH2:13]OS(C)(=O)=O)=[CH:11][C:10]([Br:19])=[CH:9][N:8]=1)(=O)=O.[CH3:20][Si:21]([CH3:37])([CH3:36])[CH2:22][CH2:23][O:24][CH2:25][N:26]1[C:30]2=[N:31][CH:32]=[CH:33][CH:34]=[C:29]2[CH2:28][C:27]1=[O:35].C(=O)([O-])[O-].[Cs+].[Cs+]>C(O)C>[Br:19][C:10]1[CH:11]=[C:12]2[CH2:13][C:28]3([C:29]4[C:30](=[N:31][CH:32]=[CH:33][CH:34]=4)[N:26]([CH2:25][O:24][CH2:23][CH2:22][Si:21]([CH3:36])([CH3:20])[CH3:37])[C:27]3=[O:35])[CH2:6][C:7]2=[N:8][CH:9]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 574588861-((2-(Trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-pyrrolo(2,3-b)pyridin-2-oneHCID 86665188(5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonate

生成物 1

HCID 68749705HCID 68749705、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

(5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonate (17.0 g, 45.4 mmol) was added to a mixture of 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (prepared according to the procedures described in WO2008/020902, 14.0 g, 53.0 mmol) and cesium carbonate (49.0 g, 150 mmol) in ethanol (500 mL) 23° C., and the resulting mixture was stirred for 20 h. The reaction mixture was concentrated then partitioned between ethyl acetate (500 mL) and water (500 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified via silica gel chromatography (heptane initially, grading to 100% EtOAc) to give the title compound. MS: m/z=448.1 (M+1).

後処理

  1. customprepared
  2. concentrationThe reaction mixture was concentrated
  3. customthen partitioned between ethyl acetate (500 mL) and water (500 mL)
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified via silica gel chromatography (heptane initially

出典と根拠

ORDレコード
ord-0ff26d9f64b943e49753521a220196c0
出典データセット
uspto-grants-2016_01
特許番号
US09227973B2

反応ノート

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