Sodium ethoxide → 4-Azaindole

HRID 2080015ノート

反応式

HRID 2080015 の反応式
C(OC(=O)[NH:5][C:6]1[C:7]([C:12]#[C:13][Si](C)(C)C)=[N:8][CH:9]=[CH:10][CH:11]=1)C.[O-]CC.[Na+]>C(O)C.[Cl-].[Na+].O>[NH:5]1[C:6]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[CH:12]=[CH:13]1

参加物

5

反応物 2

HCID 2723922Sodium ethoxideHCID 58875356(2-Trimethylsilanylethynyl-pyridin-3-yl)carbamic acid ethyl ester

生成物 1

HCID 92264-Azaindole収率 63.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

(2-Trimethylsilanylethynyl-pyridin-3-yl)carbamic acid ethyl ester described in Preparation Example S-3 (0.42 g, 1.6 mmol) was dissolved in ethanol (8 mL), sodium ethoxide (204 mg, 3 mmol) was added thereto, followed by stirring for 1 hour under reflux. After the reaction was completed, the reaction mixture was poured into brine, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, then evaporated, the resulting solid was washed with solvent (diethylether:hexane=1:2), and the title compound (0.12 g, 1 mmol, 63.5%) was obtained.

後処理

  1. temperatureunder reflux
  2. extractionthe solution was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customevaporated
  5. washthe resulting solid was washed with solvent (diethylether:hexane=1:2)

出典と根拠

ORDレコード
ord-216d4aea7c184db1a07535b90590f960
出典データセット
uspto-grants-2011_04
特許番号
US07932272B2

反応ノート

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