4-Fluoroaniline → 5-bromo-2-(4-fluorophenylamino)-3-methylpyrimidin-4(3H)-one

HRID 2241255ノート

反応式

HRID 2241255 の反応式
[Br:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[C:5](Cl)=[N:6][CH:7]=1.[F:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1.C([O-])(O)=O.[Na+]>CCCCO.CCOC(C)=O>[Br:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[C:5]([NH:18][C:15]2[CH:16]=[CH:17][C:12]([F:11])=[CH:13][CH:14]=2)=[N:6][CH:7]=1

参加物

6

反応物 3

HCID 97314-FluoroanilineHCID 516892Sodium BicarbonateHCID 673486115-bromo-2-chloro-3-methylpyrimidin-4(3H)-one

生成物 1

HCID 685151905-bromo-2-(4-fluorophenylamino)-3-methylpyrimidin-4(3H)-one収率 99%

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

A mixture of 5-bromo-2-chloro-3-methylpyrimidin-4(3H)-one (0.100 g, 0.448 mmol; prepared according to the procedure of Example 46, Step B), 4-fluorobenzenamine (0.056 ml, 0.582 mmol) and NaHCO3 (0.150 g, 1.79 mmol) in n-BuOH (3 mL) was stirred at 60° C. overnight. The reaction mixture was cooled to room temperature and then diluted with EtOAc. The EtOAc layer washed with H2O and saturated aqueous NaCl. The aqueous phase was re-extracted with EtOAc. The combined EtOAc layers were dried (Na2SO4), filtered and concentrated to yield the desired product (0.132 g, 99%) as a pale yellow solid that was used without further purification.

後処理

  1. customprepared
  2. temperatureThe reaction mixture was cooled to room temperature
  3. washThe EtOAc layer washed with H2O and saturated aqueous NaCl
  4. extractionThe aqueous phase was re-extracted with EtOAc
  5. dry with materialThe combined EtOAc layers were dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-14202cdaf4284259b330f52746160049
出典データセット
uspto-grants-2010_05
特許番号
US07723330B2

反応ノート

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