Dichloromethane → {3-Methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl}boronic acid

Participants

Role	Name	HCID	Charge
Reactant	Dichloromethane	HCID 6344	—
Reactant	Potassium Acetate	HCID 517044	—
Reactant	Bis(pinacolato)diborane	HCID 2733548	—
Reactant	7-Bromo-3-methyl-(1,2,4)triazolo(4,3-a)pyridine	HCID 46839920	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	{3-Methyl-[1,2,4]triazolo[4,3-a]pyridin-7-yl}boronic acid	HCID 75485741	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

To a vial flushed with argon was added 7-bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridine (318 mg, 1.5 mmol), PdCl2(dppf).DCM (245 mg, 0.3 mmol), bis(pinacolato)diboron (508 mg, 2 mmol), and KOAc (442 mg, 4.5 mmol). Anhydrous dioxane (8 mL) was added, and the mixture was heated to 100° C. for 3 hours. After cooling to room temperature, the mixture was filtered over a plug of Celite, and concentrated to provide the crude product, which was used directly without further purification. LCMS-ESI+: calc'd for C7H9BN3O2: 178.1 (M+H+); Found: 178.1 (M+H+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08987250B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-cdcc7356122f4a9f8e454954eb3bd4eb
Source note	uspto-grants-2015_03