Ammonium Chloride → 6-Bromo-4-methylpyridin-3-amine

Participants

Role	Name	HCID	Charge
Reactant	Ammonium Chloride	HCID 25517	—
Reactant	2-Bromo-4-methyl-5-nitropyridine	HCID 345873	—
Catalyst	Iron	HCID 23925	—
Solvent	Water	HCID 962	—
Product	6-Bromo-4-methylpyridin-3-amine	HCID 19926094	—

Reaction Conditions

Temperature	90 °C

Reaction Steps

A mixture of NH4Cl (14.9 mmol) and iron powder (18.4 mmol) in H2O (5 mL) was stirred at 90° C. 2-bromo-4-methyl-5-nitropyridine (2.3 mmol) was added in portions. The mixture was stirred at 90° C. for 1 h and 15 min. The reaction was stopped and extracted with EtOAc. The organic layer was dried (Na2SO4) and concentrated to yield the desired product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09440929B2
Source dataset	uspto-grants-2016_09
ORD ID	ord-25b06232104b4fb280ad8f917456b77e
Source note	uspto-grants-2016_09