Reacción #4452

ord-4003f3bd15224084afa096bd852af473

Ecuación de reacción

Clc1cc(-c2csc(Cc3ccccc3)n2)ccn1
2-benzyl-4-(2-chloro-4-pyridyl)thiazole
Cl.Cl.c1ccc(Cc2nc(-c3ccnc(N4CCCCC4)c3)cs2)cc1
2-benzyl-4-[2-(1-piperidyl)-4-pyridyl]thiazole dihydrochloride
Rendimiento 73.5%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato reflux for 16 hours
  2. 2
    ConcentraciónThe reaction mixture was concentrated
  3. 3
    Filtraciónfiltered through celite
  4. 4
    Lavadothe filtrate washed with water (2×)
  5. 5
    SecadoThe ether layer was dried
  6. 6
    Concentraciónconcentrated
  7. 7
    workup.ADDITIONtreated with an excess of dry hydrochloric acid

Procedimiento

A solution of 2-benzyl-4-(2-chloro-4-pyridyl)thiazole (1.00 g, 0.0035 mol) in piperidine (15 mL) was heated to reflux for 16 hours. The reaction mixture was concentrated, taken up in ether (50 mL), filtered through celite, and the filtrate washed with water (2×). The ether layer was dried and concentrated. The residue was taken up in ethanol (20 mL) and treated with an excess of dry hydrochloric acid. Careful dilution with ether afforded 2-benzyl-4-[2-(1-piperidyl)-4-pyridyl]thiazole dihydrochloride (525 mg, 49%). mp. 145° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04725606uspto-grants-1988_02