Réaction #710481

ord-af4cb05f4ccf4c029efb5271f7ccee41

Équation de réaction

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
Rendement 34.0%

Solvants

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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%)

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09301525B2uspto-grants-2016_04