Réaction #1106

ord-ed5d30e63cae482aa9ed8a44a63361f9

Équation de réaction

COc1c(Cl)ccnc1C
4-chloro-3-methoxy-2-methylpyridine
CC(C)(C)c1ccc(N)cc1
4-tert-butylaniline
[Na+].[OH-]
NaOH
COc1c(Nc2ccc(C(C)(C)C)cc2)ccnc1C
4-(4-tert-Butylanilino)-3-methoxy-2-methylpyridine

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter cooling
  2. 2
    Extractionthe product is extracted
  3. 3
    ConcentrationAfter concentrating
  4. 4
    workup.DISTILLATIONthe excess of amine is distilled off in vacuo
  5. 5
    Autrethe residue is crystallized

Mode opératoire

7.9 g of 4-chloro-3-methoxy-2-methylpyridine and 22.4 g of 4-tert-butylaniline are heated at 120° C. for 8 hours in 20 g of phenol. After cooling, the mixture is poured into NaOH and the product is extracted using methylene chloride. After concentrating, the excess of amine is distilled off in vacuo and the residue is crystallized using hexane. 9.5 g=55%

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723450uspto-grants-1998_03