Methylamine → N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine

HRID 1750051ノート

反応式

HRID 1750051 の反応式
CN.Cl[C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]([F:14])([F:13])[F:12])=[CH:6][N:5]=1.[CH3:15][N:16]1C(=O)CCC1.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:15][NH:16][C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]([F:14])([F:13])[F:12])=[CH:6][N:5]=1

参加物

6

反応物 4

HCID 6329Methylamine2 回HCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 754064102-Chloro-5-((trifluoromethyl)sulfanyl)pyridine

生成物 1

HCID 67982149N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

1.86 g of an aqueous methylamine solution (40%) was added dropwise to a mixture of 1.71 g of 2-chloro-5-trifluoromethylsulfanylpyridine and 16 ml of NMP, and then the mixture was heated to 60° C. and heated and stirred for 2 hours. After cooling the mixture to room temperature, 1.66 g of potassium carbonate was added, and 1.86 g of a 40% aqueous methylamine solution was added dropwise. The mixture was heated to 60° C. and further heated and stirred for 2 hours. After cooling the mixture to room temperature, water was added, and the mixture was extracted with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 1.52 g of methyl-(5-trifluoromethylsulfanylpyridin-2-yl)-amine.

後処理

  1. temperatureheated
  2. temperatureAfter cooling the mixture to room temperature
  3. temperatureThe mixture was heated to 60° C.
  4. temperaturefurther heated
  5. stirringstirred for 2 hours
  6. temperatureAfter cooling the mixture to room temperature
  7. extractionthe mixture was extracted with ethyl acetate
  8. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-333fe831be05445a90b70cd4942753b2
出典データセット
uspto-grants-2015_10
特許番号
US09156838B2

反応ノート

読み込み中…