Potassium Carbonate → 4-(2,2-Dimethoxyethyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

HRID 657103노트

반응식

HRID 657103 반응식
[CH3:1][O:2][CH:3]([O:21][CH3:22])[CH2:4][NH:5][C:6]1[C:11]([NH:12][CH2:13][C:14](OCC)=[O:15])=[CH:10][CH:9]=[C:8]([O:19][CH3:20])[N:7]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.O=[Mn]=O>[CH3:1][O:2][CH:3]([O:21][CH3:22])[CH2:4][N:5]1[C:14](=[O:15])[CH:13]=[N:12][C:11]2[CH:10]=[CH:9][C:8]([O:19][CH3:20])=[N:7][C:6]1=2

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 68811995Ethyl N-[2-{[2,2-bis(methyloxy)ethyl]amino}-6-(methyloxy)-3-pyridinyl]glycinate

생성물 1

HCID 533021904-(2,2-Dimethoxyethyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 6228Dimethylformamide용매

반응 조건

온도
107.5 °C

실험 절차

A mixture of ethyl N-[2-{[2,2-bis(methyloxy)ethyl]amino}-6-(methyloxy)-3-pyridinyl]glycinate (1 g, 3.2 mmol) and potassium carbonate (1.3 g, 9.6 mmol) in DMF (64 mL, 0.05M) was heated at 105-110° C. for 2 h. The mixture was cooled to room temperature and MnO2 (0.8 g, 11 mmol) was added and the reaction was stirred for 18 h. The reaction was filtered, concentrated, and the residue was dissolved in ethyl acetate and washed with water. The organic extract was concentrated and added to a silica column which was then eluted with 0-100% ethyl acetate in hexane affording the desired compound (0.78 g, 78%).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe reaction was filtered
  3. concentrationconcentrated
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washwashed with water
  6. extractionThe organic extract
  7. concentrationwas concentrated
  8. additionadded to a silica column which
  9. washwas then eluted with 0-100% ethyl acetate in hexane affording the desired compound (0.78 g, 78%)

출처 및 근거

ORD 기록
ord-9f3f64550bf3448c8e30332335be23d9
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

반응 노트

불러오는 중…