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

HRID 1962419ノート

反応式

HRID 1962419 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4cd23da051df43cdabbdb24cce5238bf
出典データセット
uspto-grants-2013_04
特許番号
US08415375B2

反応ノート

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