Tetrahydrofuran → N-(2-methylamino-5-trifluoromethylpyridine-3-yl)-2-ethylsulfanyl-benzamide

HRID 533678ノート

反応式

HRID 533678 の反応式
[CH3:1][NH:2][C:3]1[C:8]([NH2:9])=[CH:7][C:6]([C:10]([F:13])([F:12])[F:11])=[CH:5][N:4]=1.C1COCC1.[CH2:19]([S:21][C:22]1[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=1[C:24](Cl)=[O:25])[CH3:20].C(=O)([O-])O.[Na+]>O>[CH3:1][NH:2][C:3]1[C:8]([NH:9][C:24](=[O:25])[C:23]2[CH:27]=[CH:28][CH:29]=[CH:30][C:22]=2[S:21][CH2:19][CH3:20])=[CH:7][C:6]([C:10]([F:13])([F:11])[F:12])=[CH:5][N:4]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 2735930N2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 148531752-(Ethylthio)benzoyl chloride

生成物 1

HCID 67981285N-(2-methylamino-5-trifluoromethylpyridine-3-yl)-2-ethylsulfanyl-benzamide収率 100.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

To a mixture of N2-methyl-5-trifluoromethylpyridine-2,3-diamine (3.82 g) and THF (40 ml), 2-ethylsulfanylbenzoic acid chloride (4.42 g) was added, stirred at 50° C. for 2 hours, then stirred under reflux for hours. After the mixture was allowed to cool to room temperature, sodium hydrogen carbonate (1.85 g) was added thereto, and stirred at 50° C. for 2 hours. After the mixture was allowed to cool to room temperature, water was poured thereinto, and then the precipitated solid was collected by the filtration. The resulting solid was washed with water and hexane, and dried to give 7.15 g of N-(2-methylamino-5-trifluoromethylpyridine-3-yl)-2-ethylsulfanyl-benzamide (Compound ((1B)-19).

後処理

  1. additionwas added
  2. stirringstirred
  3. temperatureunder reflux for hours
  4. temperatureto cool to room temperature
  5. stirringstirred at 50° C. for 2 hours
  6. temperatureto cool to room temperature
  7. filtrationthe precipitated solid was collected by the filtration
  8. washThe resulting solid was washed with water and hexane
  9. customdried

出典と根拠

ORDレコード
ord-fcf949da159c47eea476201a121308e8
出典データセット
uspto-grants-2014_10
特許番号
US08853238B2

反応ノート

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