Réaction #4452

Équation de réaction

2-benzyl-4-(2-chloro-4-pyridyl)thiazole

→

2-benzyl-4-[2-(1-piperidyl)-4-pyridyl]thiazole dihydrochloride

Rendement 73.5%

Solvants

piperidine

Conditions de réaction

Traitement

1. 1
   Températureto reflux for 16 hours
2. 2
   ConcentrationThe reaction mixture was concentrated
3. 3
   Filtrationfiltered through celite
4. 4
   Lavagethe filtrate washed with water (2×)
5. 5
   SéchageThe ether layer was dried
6. 6
   Concentrationconcentrated
7. 7
   workup.ADDITIONtreated with an excess of dry hydrochloric acid

Mode opératoire

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.

Source