Réaction #5436

ord-4aeb686c490442b0b6a3ee76700a4b23

Équation de réaction

Cl
hydrochloric acid
COC(=O)c1ccnc(NCCCN2CCN(c3cccc(Cl)c3)CC2)n1
methyl 2-[[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]amino]pyrimidine-4-carboxylate
CO
methanol
CN
methylamine
CNC(=O)c1ccnc(NCCCN2CCN(c3cccc(Cl)c3)CC2)n1.Cl
base
CNC(=O)c1ccnc(NCCCN2CCN(c3cccc(Cl)c3)CC2)n1.Cl
2-[[3-[4-(3-Chlorophenyl)piperazin-1-yl]propyl]amino]-N-methylpyrimidine-4-carboxamide, hydrochloride

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Concentrationwhile saturating several times with gaseous methylamine
  2. 2
    AutreThe solvent is evaporated under reduced pressure

Mode opératoire

4.5 g (11.5 mmols) of methyl 2-[[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]amino]pyrimidine-4-carboxylate and 200 ml of methanol are introduced into a 0.5 l, round bottomed flask and then the solution is saturated with gaseous methylamine. The reaction mixture is stirred at room temperature while saturating several times with gaseous methylamine. The solvent is evaporated under reduced pressure. 4.05 g (10.4 mmols) of base are obtained to which 104 ml of 0.1N hydrochloric acid in 2-propanol are added. The solvent is evaporated and the product is recrystallised from 2-butanone. 3.8 g of compound are obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05244894uspto-grants-1993_09