Ethyl Acetate → Tert-butyl 5-formylpyrazine-2-carboxylate

HRID 1842206

반응식

HRID 1842206 반응식
I([O-])(=O)(=O)=O.[Na+].CN(C)/C=[CH:10]/[C:11]1[N:12]=[CH:13][C:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[N:15][CH:16]=1.C(=O)(O)[O-:26].[Na+].C(OCC)(=O)C>O1CCCC1.O>[CH:10]([C:11]1[N:12]=[CH:13][C:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[N:15][CH:16]=1)=[O:26]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 23667635Sodium periodateHCID 57475684t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate

생성물 1

HCID 57475686Tert-butyl 5-formylpyrazine-2-carboxylate

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

Sodium periodate (1.67 g) was added to a solution of t-butyl 5-((E)-2-dimethylamino-vinyl)-pyrazine-2-carboxylate (645 mg) in 50% tetrahydrofuran-water (26 mL), and the mixture was stirred at room temperature for four hours. A saturated sodium bicarbonate solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The organic layer was washed with a saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The insoluble matter was separated by filtration and the filtrate was concentrated. The residue was purified by silica gel column chromatography to obtain the title compound (249 mg).

후처리

  1. customthe organic layer was separated
  2. washThe organic layer was washed with a saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe insoluble matter was separated by filtration
  5. concentrationthe filtrate was concentrated
  6. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-9c6ba016b3b549ad8c457557bac4b9f3
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946210B2

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