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

HRID 40254노트

반응식

HRID 40254 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7504d14458514891be5f45f8a720b7fe
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524900B2

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