Sodium ethoxide → 4-Azaindole

HRID 2080015노트

반응식

HRID 2080015 반응식
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

참가 물질

5

반응물 2

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

생성물 1

HCID 92264-Azaindole수율 63.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 57417360Sodium chloride; water용매

실험 절차

(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.

후처리

  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)

출처 및 근거

ORD 기록
ord-216d4aea7c184db1a07535b90590f960
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932272B2

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