Methylamine → N2-Methyl-6-(trifluoromethyl)pyridine-2,3-diamine

HRID 533669ノート

反応式

HRID 533669 の反応式
N[C:2]1[C:3](Cl)=[N:4]C=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[C:13](CC(=O)C)(=O)C.C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:26][NH2:27].[Cl-].[NH4+:29]>C(CC(=O)C)(=O)C.[Cu+2].CN1C(=O)CCC1>[CH3:26][NH:27][C:13]1[C:3]([NH2:4])=[CH:2][CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[N:29]=1

参加物

8

反応物 5

HCID 6329MethylamineHCID 10796Cesium carbonateHCID 25517Ammonium ChlorideHCID 31261AcetylacetoneHCID 129197572-Chloro-5-(trifluoromethyl)pyridin-3-amine

生成物 1

HCID 68091056N2-Methyl-6-(trifluoromethyl)pyridine-2,3-diamine

試薬・触媒・溶媒 2

HCID 21863952acetylacetone copper(II)触媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
120 °C

実験手順

To a pressure-resistant reaction container, 3-amino-2-chloro-5-trifluoromethylpyridine (5 g), copper (II) acetylacetone (1.31 g), acetylacetone (2.50 g), cesium carbonate (16.25 g), NMP (20 ml), and 40% of aqueous methylamine solution (15 ml) were added, and stirred at 100° C. for 3 hours, at 120° C. for 3 hours, then at 140° C. for 5 hours. After the mixture was allowed to cool to room temperature, saturated aqueous ammonium chloride solution was poured thereinto, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 2.09 g of N2-methyl-6-trifluoromethylpyridin-2,3-diamine.

後処理

  1. waitat 140° C. for 5 hours
  2. temperatureto cool to room temperature
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d7e1ebc75d4a46fdbe5056a3cfaeaf67
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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