Ammonium formate → 8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

HRID 548765노트

반응식

HRID 548765 반응식
Cl[C:2]1[C:12]2[O:11][CH2:10][CH2:9][N:8]([CH3:13])[C:7](=[O:14])[C:6]=2[CH:5]=[CH:4][C:3]=1[F:15].C([O-])=O.[NH4+]>[Pd].CO>[F:15][C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[O:14])[N:8]([CH3:13])[CH2:9][CH2:10][O:11][C:12]=2[CH:2]=1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 576632269-chloro-8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

생성물 1

HCID 576631608-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 9-chloro-8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (1 equivalent), 10% palladium on charcoal (0.1 equivalents) and ammonium formate (10 equivalents) in methanol was heated at reflux for 2 hours. The mixture was allowed to cool, filtered through Celite® and the filtrate concentrated in vacuo. The residue was partitioned between ethyl acetate and water, the organic phase washed with brine, dried (MgSO4), concentrated in vacuo and chromatographed on alumina, eluting with ethyl acetate, to give the desired compound as a colourless solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. temperatureto cool
  4. filtrationfiltered through Celite®
  5. concentrationthe filtrate concentrated in vacuo
  6. customThe residue was partitioned between ethyl acetate and water
  7. washthe organic phase washed with brine
  8. dry with materialdried (MgSO4)
  9. concentrationconcentrated in vacuo
  10. customchromatographed on alumina
  11. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-c072d528ffb543728f451a5bd2604f87
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943607B2

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