Sodium Methoxide → 7-Methoxy-1,8-naphthyridin-2(1H)-one

HRID 1962419노트

반응식

HRID 1962419 반응식
Cl[C:2]1[N:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.[CH3:13][O-:14].[Na+]>CO>[CH3:13][O:14][C:2]1[N:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 133023227-Chloro-1,8-naphthyridin-2-ol

생성물 1

HCID 217930287-Methoxy-1,8-naphthyridin-2(1H)-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 7-chloro-1H-[1,8]naphthyridin-2-one (prepared as described in J. Org. Chem. (1990), 55, 4744; 5.36 g, 29.68 mmol) in MeOH (98 mL) was added NaOMe (25 wt % in MeOH, 161 mL). The resulting solution was stirred at reflux for 15 h. The solvent was removed in vacuo. Water (100 mL) and EA (80 mL) were added. The phases were separated and the aq. layer was extracted with EA (8×80 mL). The combined org. layers were washed with brine (50 mL), dried over MgSO4, filtered and evaporated under reduced pressure. The title compound was obtained as a beige solid (5.22 g, 100% yield).

후처리

  1. temperatureat reflux for 15 h
  2. customThe solvent was removed in vacuo
  3. additionWater (100 mL) and EA (80 mL) were added
  4. customThe phases were separated
  5. extractionthe aq. layer was extracted with EA (8×80 mL)
  6. washlayers were washed with brine (50 mL)
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4cd23da051df43cdabbdb24cce5238bf
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415375B2

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