Piperidine → HCID 58974718, compound

HRID 1178210Notes

Reaction equation

HRID 1178210 reaction equation
Br[C:2]1[S:6][C:5]([C:7](=[O:9])[CH3:8])=[N:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>CS(C)=O>[N:10]1([C:2]2[S:6][C:5]([C:7](=[O:9])[CH3:8])=[N:4][CH:3]=2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 299397331-(5-Bromo-1,3-thiazol-2-yl)ethan-1-one

Product 1

HCID 58974718HCID 58974718, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

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).

Workup

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

Sources & evidence

ORD record
ord-6bbb45c5d9664471a7637f4e22e060d9
Source dataset
uspto-grants-2007_10
Patent number
US07276502B2

Reaction notes

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