Réaction #80903

ord-4e7589615bc34f8e9e23220e577c58c5

Équation de réaction

Nc1nc(N)c2c(Cl)c(-c3cc(Cl)ccc3O)ccc2n1
2,4-diamino-5-chloro-6-(5-chloro-2-hydroxyphenyl)quinazoline
Cl.ClCc1ccccn1
pyridin-2-ylmethyl chloride hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Nc1nc(N)c2c(Cl)c(-c3cc(Cl)ccc3OCc3ccccn3)ccc2n1
2,4-diamino-5-chloro-6-[5-chloro-2-(pyridin-2-ylmethoxy)phenyl]quinazoline
Rendement 72.8%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationAfter this time, the reaction mixture was concentrated under reduced pressure to a residue
  2. 2
    FiltrationThe resultant solid was collected by filtration

Mode opératoire

Under a nitrogen atmosphere, a stirred solution of 0.5 gram (0.002 mole) of 2,4-diamino-5-chloro-6-(5-chloro-2-hydroxyphenyl)quinazoline, 0.3 gram (0.002 mole) of pyridin-2-ylmethyl chloride hydrochloride, and 0.5 gram (0.004 mole) of potassium carbonate in 5 mL of N,N-dimethylformamide was heated at 60° C. for about 24 hours. After this time, the reaction mixture was concentrated under reduced pressure to a residue. The residue was taken up in 100 mL of water and was stirred for about 2 hours. The resultant solid was collected by filtration, yielding 0.6 gram of 2,4-diamino-5-chloro-6-[5-chloro-2-(pyridin-2-ylmethoxy)phenyl]quinazoline. The NMR spectrum was consistent with the proposed structure.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05616718uspto-grants-1997_04