Potassium Carbonate → 2-[3-[4-[(4-Chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]propylthio]benzothiazole

To a mixture of 0.76 g (2.51 mmol) of 4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine and 0.73 g (2.53 mmol) of 2-(3-bromopropylthio)benzothiazole, were added 6 ml of acetone and 0.35 g (2.53 mmol) of potassium carbonate, and the mixture was stirred at room temperature for 15 hours. After the reaction, the insolubles were filtered off, and the filtrate was concentrated under reduced pressure. The residue was separated by silica gel column chromatography using chloroform alone first, and then a mixture of chloroform and methanol in the volume ratio 30:1 as the eluent, and the desired fraction was concentrated to give 0.52 g (41%) of 2-[3-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]propylthio]benzothiazole as an oil.

1. customAfter the reaction
2. filtrationthe insolubles were filtered off
3. concentrationthe filtrate was concentrated under reduced pressure
4. customThe residue was separated by silica gel column chromatography
5. additiona mixture of chloroform and methanol in the volume ratio 30:1 as the eluent
6. concentrationthe desired fraction was concentrated

ORD record

ord-c5c007fb01f84ede8956fc10d5be29ae

Source dataset

uspto-grants-1990_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04929618