Chlorosuccinimide → 3-Bromo-5-chloro-2-methoxy-4-methylpyridine

Participants

Role	Name	HCID	Charge
Reactant	Chlorosuccinimide	HCID 31398	—
Reactant	3-Bromo-2-methoxy-4-methylpyridine	HCID 21952803	—
Solvent	Dimethylformamide	HCID 6228	—
Product	3-Bromo-5-chloro-2-methoxy-4-methylpyridine	HCID 23133645	85.4%

Reaction Conditions

Temperature	80 °C

Reaction Steps

3-bromo-2-methoxy-4-methylpyridine (100 mg) was added to DMF (575 μL). NCS (72.5 mg) was added to the solution, and the mixture was stirred at 80° C. for three hours. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%) to give the title compound (100 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08563565B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-847c4a2a898b42a4a6e672f878e678c3
Source note	uspto-grants-2013_10