Sodium Carbonate → (3-Bromo-2-oxo-2H-pyrazin-1-yl)-acetic Acid Ethyl Ester

HRID 1795289노트

반응식

HRID 1795289 반응식
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][N:6]1[CH:11]=[CH:10][NH:9][C:8](=O)[C:7]1=[O:13])[CH3:2].P(Br)(Br)([Br:17])=O.C([O-])([O-])=O.[Na+].[Na+]>ClCCCl.O.ClCCl>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][N:6]1[CH:11]=[CH:10][N:9]=[C:8]([Br:17])[C:7]1=[O:13])[CH3:2]

참가 물질

7

반응물 3

HCID 10340Sodium CarbonateHCID 24613Phosphorus oxybromideHCID 9855743Ethyl 2-(3-hydroxy-2-oxopyrazin-1(2H)-yl)acetate

생성물 1

HCID 11807445(3-Bromo-2-oxo-2H-pyrazin-1-yl)-acetic Acid Ethyl Ester

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A solution of (2,3-dioxo-3,4-dihydro-2H-pyrazin-1-yl)-acetic acid ethyl ester (25.0 g, 126 mmol) and phosphorous oxybromide (37.9 g, 132 mmol) in 1,2-dichloroethane (250 mL) was heated to reflux. After 8 h the reaction mixture was treated with sat. aq. Na2CO3 (250 mL) and stirred for 1 h. The mixture was diluted with water (100 mL) and dichloromethane (100 mL), the layers were separated and the aqueous layer was backwashed with EtOAc (3×200 mL). The combined organics were dried (MgSO4), and concentrated to give an oil which was stored on a high vacuum line overnight to afford a brown solid. 1H NMR (CDCl3) δ 7.17 (d, 1H, 4.2 Hz), 7.07 (d, 1H, 4.2 Hz), 4.65 (s, 2H), 4.27 (q, 2H, 7.2 Hz), 1.31 (t, 3H, 7.2 Hz).

후처리

  1. customthe layers were separated
  2. dry with materialThe combined organics were dried (MgSO4)
  3. concentrationconcentrated
  4. customto give an oil which
  5. customwas stored on a high vacuum line overnight
  6. customto afford a brown solid

출처 및 근거

ORD 기록
ord-ee0666feda23421ba450a4e98f9afc25
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026324B2

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