Ammonium formate → 7-Methoxy-1H-1,6-naphthyridin-4-one

HRID 219147ノート

反応式

HRID 219147 の反応式
Br[C:2]1[C:3]([O:13][CH3:14])=[N:4][CH:5]=[C:6]2[C:11]=1[NH:10][CH:9]=[CH:8][C:7]2=[O:12].C([O-])=O.[NH4+]>CO.[Pd]>[CH3:14][O:13][C:3]1[CH:2]=[C:11]2[C:6]([C:7](=[O:12])[CH:8]=[CH:9][NH:10]2)=[CH:5][N:4]=1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 673185318-Bromo-7-methoxy-1,6-naphthyridin-4(1H)-one

生成物 1

HCID 534871227-Methoxy-1H-1,6-naphthyridin-4-one

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

8-Bromo-7-methoxy-1H-[1,6]naphthyridin-4-one (12 g, 33.5 mmol) was dissolved in anhydrous methanol (240 mL) and 10% Dry Pd/C (2.4 g) was added carefully in portions. This was followed by portionwise addition of ammonium formate (24 g) which caused an exotherm. The reaction mixture was heated to reflux for 1 h. The reaction mixture was cooled to room temperature, filtered through Celite, and washed with hot methanol. The filtrate was concentrated and the residue purified by column chromatography on silica gel (230-400 mesh) eluting with ethyl acetate-methanol.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 1 h
  3. filtrationfiltered through Celite
  4. washwashed with hot methanol
  5. concentrationThe filtrate was concentrated
  6. customthe residue purified by column chromatography on silica gel (230-400 mesh)
  7. washeluting with ethyl acetate-methanol

出典と根拠

ORDレコード
ord-c90bd93ea5e04594a06b5ea96adb836b
出典データセット
uspto-grants-2012_06
特許番号
US08198448B2

反応ノート

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