Potassium Carbonate → Methyl 3-(4-pyridyl)benzoate

https://huagongshe.com/reaction/2201999

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-Bromopyridine	HCID 14268	—
Reactant	1,4-Dioxane	HCID 31275	—
Reactant	3-(Methoxycarbonyl)benzeneboronic acid	HCID 2734714	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Water	HCID 962	—
Product	Methyl 3-(4-pyridyl)benzoate	HCID 5152687	98.5%

Reaction Conditions

Temperature	120 °C

Reaction Steps

A mixture of (3-(methoxycarbonyl)phenyl)boronic acid (600 mg, 3.33 mmol), 4-bromopyridine (583.5 mg, 3.0 mmol), K2CO3 (1.2 g, 9.0 mmol) and Pd(dppf)Cl2 (50 mg) in a solution of dioxane (10 mL) and H2O (2.5 mL) was stirred at 120° C. for 30 min with microwave heating. The catalyst was filtered and the filtrate concentrated. The residue was then purified by column chromatography to give the title product (630 mg Yield 90%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09365519B2
Source dataset	uspto-grants-2016_06
ORD ID	ord-066b31a2310644c2a44bbf1659b8766f
Source note	uspto-grants-2016_06