Reacción #710481

ord-af4cb05f4ccf4c029efb5271f7ccee41

Ecuación de reacción

ClCc1ccc(Cl)nc1
2-chloro-5-chloromethyl pyridine
Nc1ncccn1
2-aminopyrimidine
Cl.N=c1ncccn1Cc1ccc(Cl)nc1
1-((6-chloropyridin-3-yl)methyl)pyrimidin-2(1H)-imine hydrochloride
Rendimiento 34.0%

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas returned to room temperature
  2. 2
    workup.DISTILLATIONto distill off DMF under reduced pressure
  3. 3
    workup.ADDITIONDiethyl ether was added
  4. 4
    Otrothus crystallization
  5. 5
    Otrowas occurred on the wall surface of an eggplant flask
  6. 6
    OtroDiethyl ether was removed by decantation
  7. 7
    Otrodried well

Procedimiento

300 mg (1.86 mmol) of 2-chloro-5-chloromethyl pyridine was dissolved in 6 ml of anhydrous DMF, 118 mg (1.24 mmol) of 2-aminopyrimidine was added thereto, and the resulting mixture was stirred at 80° C. for 8 hours. After the reaction was completed, the reaction solution was returned to room temperature to distill off DMF under reduced pressure. Diethyl ether was added thereto, and thus crystallization was occurred on the wall surface of an eggplant flask. Diethyl ether was removed by decantation and dried well to obtain 1-((6-chloropyridin-3-yl)methyl)pyrimidin-2(1H)-imine hydrochloride. Amount obtained 107 mg (yield 34%)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09301525B2uspto-grants-2016_04