3-Methoxy-2-pyridone → HCID 59586725、化合物

HRID 218506ノート

反応式

HRID 218506 の反応式
[CH3:1][O:2][C:3]1[C:4](=[O:9])[NH:5][CH:6]=[CH:7][CH:8]=1.CC(C)([O-])C.[K+].[F:16][CH:17]([F:29])[O:18][C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1F>CS(C)=O.ClCCl>[F:16][CH:17]([F:29])[O:18][C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1[N:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]1=[O:9]

参加物

6

反応物 3

HCID 887313-Methoxy-2-pyridoneHCID 201314342-(Difluoromethoxy)-1-fluoro-4-nitro-benzeneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 59586725HCID 59586725、化合物

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

302 mg (2.41 mmol) of 3-methoxypyridone are dissolved in 8.2 ml of anhydrous dimethyl sulfoxide and admixed with 325 mg (2.89 mmol) of potassium tert-butoxide. After 30 min, 500 mg (2.41 mmol) of 2-(difluoromethoxy)-1-fluoro-4-nitrobenzene are added and the mixture is heated to 80° C. for 20 h. The reaction solution is diluted with dichloromethane and washed with water and 1N hydrochloric acid. After the organic phase has been dried over sodium sulfate, it is filtered and concentrated to dryness under reduced pressure. The residue is dissolved in dimethyl sulfoxide and purified by preparative HPLC with a water/acetonitrile gradient. The product fractions are combined and concentrated to dryness under reduced pressure. This affords 207 mg (28% of theory) of the desired product.

後処理

  1. washwashed with water and 1N hydrochloric acid
  2. dry with materialAfter the organic phase has been dried over sodium sulfate, it
  3. filtrationis filtered
  4. concentrationconcentrated to dryness under reduced pressure
  5. dissolutionThe residue is dissolved in dimethyl sulfoxide
  6. custompurified by preparative HPLC with a water/acetonitrile gradient
  7. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-613ac57eb69c41b59e8642ec5330dd1f
出典データセット
uspto-grants-2012_06
特許番号
US08198267B2

反応ノート

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