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

HRID 40254ノート

反応式

HRID 40254 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-7504d14458514891be5f45f8a720b7fe
出典データセット
uspto-grants-2013_09
特許番号
US08524900B2

反応ノート

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