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(RS)-ethoxy-(3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid ethyl ester → (RS)-(3-amino-2-oxo-2H-pyridin-1-yl)-ethoxy-acetic acid ethyl ester

HRID 1828094
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반응식

HRID 1828094 반응식
[CH2:1]([O:3][C:4](=[O:19])[CH:5]([O:16][CH2:17][CH3:18])[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:7]1=[O:15])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:19])[CH:5]([N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[C:7]1=[O:15])[O:16][CH2:17][CH3:18])[CH3:2]
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참가 물질

4

반응물 1

HCID 86598841(RS)-ethoxy-(3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid ethyl ester

생성물 1

HCID 69641593(RS)-(3-amino-2-oxo-2H-pyridin-1-yl)-ethoxy-acetic acid ethyl ester

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a stirred suspension of (RS)-ethoxy-(3-nitro-2-oxo-2H-pyridin-1-yl)-acetic acid ethyl ester (3.91 g) at r.t. in ethanol (25 ml) under an argon atmosphere was added 10% Pd/C (215 mg). The reaction mixture was then stirred at r.t. under a hydrogen atmosphere for 16 h. The catalyst was filtered off on a celite pad and washed with ethanol. The filtrate was concentrated. The crude product was purified by chromatography (silica gel, cyclohexane=>cyclohexane/EtOAc 2:3) to give (RS)-(3-amino-2-oxo-2H-pyridin-1-yl)-ethoxy-acetic acid ethyl ester as yellow oil. MS 241.2 ([M+H]+)

후처리

  1. filtrationThe catalyst was filtered off on a celite pad
  2. washwashed with ethanol
  3. concentrationThe filtrate was concentrated
  4. customThe crude product was purified by chromatography (silica gel, cyclohexane=>cyclohexane/EtOAc 2:3)

출처 및 근거

ORD 기록
ord-f1b057a7c1cb436d8c0a3546c738e9bb
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056932B2

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