2-Aminopyridine → 2-Chloromethyl-imidazo(1,2-A)pyridine

[step 1] To commercially available 2-aminopyridine (5.0 g, 53 mmol) were added dimethoxyethane (14 mL) and 1,3-dichloropropanone (7.4 g, 58 mmol), and the mixture was stirred at room temperature overnight. The obtained white crystals were collected by filtration, ethanol (140 mL) was added, and the mixture was stirred with heating under reflux for 1 hr. The reaction was discontinued with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with chloroform and the extract was dried over sodium sulfate. Filtration and concentration under reduced pressure gave 2-(chloromethyl)imidazo[1,2-a]pyridine (5.5 g, 62%).

1. filtrationThe obtained white crystals were collected by filtration, ethanol (140 mL)
2. additionwas added
3. stirringthe mixture was stirred
4. temperaturewith heating
5. temperatureunder reflux for 1 hr
6. extractionthe mixture was extracted with chloroform
7. dry with materialthe extract was dried over sodium sulfate
8. filtrationFiltration and concentration under reduced pressure

ORD record

ord-83ca126ddcec477bbe6c6dbd665ced85

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08969345B2