Reaktion #4452

ord-4003f3bd15224084afa096bd852af473

Reaktionsgleichung

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
Ausbeute 73.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto reflux for 16 hours
  2. 2
    EinengenThe reaction mixture was concentrated
  3. 3
    Filtrationfiltered through celite
  4. 4
    Waschenthe filtrate washed with water (2×)
  5. 5
    TrocknenThe ether layer was dried
  6. 6
    Einengenconcentrated
  7. 7
    workup.ADDITIONtreated with an excess of dry hydrochloric acid

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725606uspto-grants-1988_02