8-(2-Chlorophenylamino)-6,7-difluoro-4-methylbenzo[d][1,2]oxazin-1-one → 7-(2-Chlorophenylamino)-5,6-difluoro-3-methyl-2,3-dihydro-isoindol-1-one

HRID 1723685노트

반응식

HRID 1723685 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[C:18]2[C:17](=O)[O:16][N:15]=[C:14]([CH3:20])[C:13]=2[CH:12]=[C:11]([F:21])[C:10]=1[F:22]>CC(O)=O.[Zn]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[C:10]([F:22])=[C:11]([F:21])[CH:12]=[C:13]2[C:18]=1[C:17](=[O:16])[NH:15][CH:14]2[CH3:20]

참가 물질

4

반응물 1

HCID 674037018-(2-Chlorophenylamino)-6,7-difluoro-4-methylbenzo[d][1,2]oxazin-1-one

생성물 1

HCID 674048837-(2-Chlorophenylamino)-5,6-difluoro-3-methyl-2,3-dihydro-isoindol-1-one수율 74%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

A mixture solution of 8-(2-chlorophenylamino)-6,7-difluoro-4-methyl-benzo[d][1,2]oxazin-1-one (26 mg, 0.079 mmol) and Zn (30 mg, 0.46 mmol) in AcOH (2 mL) was heated for 1 hour at 85° C. The reaction mixture was filtered and the solid was washed with additional AcOH. The filtrate was concentrated in vacuo, diluted with EtOAc, and washed with saturated aqueous NaHCO3 and water. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to give the desired product (18 mg, 74%) that was used directly without further purification.

후처리

  1. filtrationThe reaction mixture was filtered
  2. washthe solid was washed with additional AcOH
  3. concentrationThe filtrate was concentrated in vacuo
  4. additiondiluted with EtOAc
  5. washwashed with saturated aqueous NaHCO3 and water
  6. dry with materialThe organic layer was dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4a59485d1cca4a4c8453ac53fab457e9
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07485643B2

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