Dichloromethane → 2-BroMo-3,6-difluoropyridine

https://huagongshe.com/reaction/2046241

Participants

Role	Name	HCID	Charge
Reactant	Dichloromethane	HCID 6344	—
Reactant	Bromine	HCID 24408	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	(3,6-difluoropyridin-2-yl)hydrazine	HCID 53417183	—
Solvent	Chloroform	HCID 6212	—
Product	2-BroMo-3,6-difluoropyridine	HCID 72942509	103.1%

Reaction Conditions

Temperature	60 °C

Reaction Steps

Bromine (0.30 mL, 6 mmol) was added dropwise to a stirred solution of (3,6-difluoro-pyridin-2-yl)-hydrazine (435 mg, 3 mmol) in CHCl3 (6 mL) at room temperature. The mixture was stirred at 60° C. for 1 hour. The mixture was cooled at 0° C. and a saturated solution of NaHCO3 was added dropwise. DCM was added, the organic layer was separated, dried (MgSO4), filtered and the solvents evaporated in vacuo to yield 2-bromo-3,6-difluoro-pyridine (600 mg, 88% yield) as a dark oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08592422B2
Source dataset	uspto-grants-2013_11
ORD ID	ord-c809c41e966c4df988cac62950d11966
Source note	uspto-grants-2013_11