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 1723685ノート

反応式

HRID 1723685 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4a59485d1cca4a4c8453ac53fab457e9
出典データセット
uspto-grants-2009_02
特許番号
US07485643B2

反応ノート

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