Potassium Carbonate → 6-Methyl-3-(2H-1,2,3-triazol-2-yl)picolinonitrile

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1H-1,2,3-Triazole	HCID 67516	—
Reactant	3-Bromo-5-methylpyridine-2-carbonitrile	HCID 22591218	—
Solvent	Dimethylformamide	HCID 6228	—
Product	6-Methyl-3-(2H-1,2,3-triazol-2-yl)picolinonitrile	HCID 68281582	49.1%

Reaction Conditions

Temperature	100 °C

Reaction Steps

To 3-bromo-5-methylpicolinonitrile (2.2 g, 11 mmol) in DMF (28 mL) was added K2CO3 (1.7 g, 12 mmol) and 2H-1,2,3-triazole (650 μL, 11 mmol). The mixture was heated to 100° C. for 36 h, cooled to rt and extracted with EtOAc. The combined organics were dried (Na2SO4) and concentrated. Purification via silica gel chromatography (10-100% EtOAc in hexanes) gave the title compound (1 g, 48%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09115117B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-b88bea0b71654884ba3d672f543e0c54
Source note	uspto-grants-2015_08