Reaction #1265392

Reaction equation

1-(5-Bromo-thiazol-2-yl)-ethanone

piperidine

→

sub-titled compound

Yield 68.0%

1-(5-Piperidin-1-yl-thiazol-2-yl)-ethanone

Yield 68.0%

Solvents

dimethylsulfoxide

Conditions

Workup

1. 1
   Concentrationconcentrated to an oil
2. 2
   Otherthe residue was purified by flash chromatography (30% ethylacetate/petroleum ether)

Procedure

To a solution of 1-(5-Bromo-thiazol-2-yl)-ethanone (prepared as described above) (250 mg) in dimethylsulfoxide (3 ml) was added piperidine (0.3 ml). The mixture was heated to 50° C. overnight, concentrated to an oil and the residue was purified by flash chromatography (30% ethylacetate/petroleum ether) to afford the sub-titled compound as an yellow solid (170 mg, 68%); 1H NMR (400 Mhz, CDCl3) δ 1.6-1.8 (6H, m), 2.6 (3H, s), 3.25-3.35 (4H, m), 7.05 (1H, s); MS (ES+) 211.1 (M+1).

Source