Potassium Carbonate → 3-Methyl-5-[4-[4-(2-pyridinyl)-1-piperazinyl]butyl]-2-oxazolidinone

HRID 373013Notes

Reaction equation

HRID 373013 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[O:10][C:9](=[O:11])[N:8]([CH3:12])[CH2:7]1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[CH3:12][N:8]1[CH2:7][CH:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:22]2[CH2:23][CH2:24][N:19]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=3)[CH2:20][CH2:21]2)[O:10][C:9]1=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 944591-(2-Pyridyl)piperazineHCID 198114625-(4-Chlorobutyl)-3-methyl-2-oxazolidinone

Product 1

HCID 198114723-Methyl-5-[4-[4-(2-pyridinyl)-1-piperazinyl]butyl]-2-oxazolidinone

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Following the procedure of Example 1, the title compound is prepared from a mixture of 5-(4-chlorobutyl)-3-methyl-2-oxazolidinone (5.0 g, 0.0262 mol), 1-(2-pyridinyl)piperazine (4.56 g, 0.0279 mol) and potassium carbonate (8.5 g, 0.0614 mol) in 1-butanol (50 ml) to obtain 3.4 g (41% yield) of solid. Recrystallization from ethyl acetate/petroleum ether followed by drying in vacuo gave 1.46 g of the title compound, mp 69°-72° C.

Sources & evidence

ORD record
ord-aa691516d96e47ae9c9cf356f2630c3e
Source dataset
uspto-grants-1992_11
Patent number
US05162322

Reaction notes

Loading…