Potassium Carbonate → HCID 59540809, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	3,4,5-Trimethoxybenzeneboronic acid	HCID 2734390	—
Reactant	Ethyl 2-bromo-6-methyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylate	HCID 14416340	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 59540809	HCID 59540809	22.4%

Reaction Conditions

Temperature	100 °C

Reaction Steps

To a flask charged with 2-Bromo-6-methyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ethyl ester (360 mg, 1.26 mmol), 3,4,5-trimethoxyphenylboronic acid (320 mg, 1.51 mMol), Pd(dppf)Cl2 (31 mg, 0.038 mmol) was added K2CO3 (520 mg, 3.75 mmol). The mixture was heated to 100° C. overnight. The reaction mixture was cooled, diluted with EtOAc and filtered over celite. The solution was washed with water and brine, dried over Na2SO4, filtered, and concentrated. Flash chromatography afforded 105 mg of 6-Methyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ethyl ester.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08008298B2
Source dataset	uspto-grants-2011_08
ORD ID	ord-04d7f26581044bdd8da00d3a0e855e5e
Source note	uspto-grants-2011_08