Trifluoroacetic acid → 5-[2-(Benzyloxy)ethoxy]pyrazin-2-amine

HRID 2192913노트

반응식

HRID 2192913 반응식
[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[N:13]=[CH:14][C:15]([NH:18]C(=O)OC(C)(C)C)=[N:16][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[N:13]=[CH:14][C:15]([NH2:18])=[N:16][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59570995Tert-butyl {5-[2-(benzyloxy)ethoxy]pyrazin-2-yl}carbamate

생성물 1

HCID 595709315-[2-(Benzyloxy)ethoxy]pyrazin-2-amine수율 61.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl {5-[2-(benzyloxy)ethoxy]pyrazin-2-yl}carbamate (614 mg) in dichloromethane (10 mL) was added trifluoroacetic acid (0.68 mL) at room temperature, followed by stirring at room temperature overnight. After concentration, saturated aqueous sodium bicarbonate was added thereto. After extraction with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate. The crude product obtained by concentration was purified by basic silica gel column chromatography (hexane:ethyl acetate=5:1-1:1) to obtain 5-[2-(benzyloxy)ethoxy]pyrazin-2-amine (269 mg) as a pale yellow solid.

후처리

  1. concentrationAfter concentration, saturated aqueous sodium bicarbonate
  2. additionwas added
  3. extractionAfter extraction with ethyl acetate
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. customThe crude product obtained by concentration
  6. customwas purified by basic silica gel column chromatography (hexane:ethyl acetate=5:1-1:1)

출처 및 근거

ORD 기록
ord-36031c5d59554fac93876b37a39d7f57
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329707B2

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