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

HRID 923807노트

반응식

HRID 923807 반응식
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

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 21863952acetylacetone copper(II)촉매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2f8ead4ed3804000850e2afbf1c62428
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278983B2

반응 노트

불러오는 중…