Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093919Generated: November 2, 2026

Potassium Phosphate, Tribasic → Methyl 3-amino-6-methylpyrazine-2-carboxylate

https://huagongshe.com/reaction/1093919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantMethylboronic AcidHCID 139377—
ReactantMethyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 227251—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
CatalystWaterHCID 962—
Catalystpalladium(II) acetateHCID 167845—
SolventHydrochloric AcidHCID 313—
SolventTolueneHCID 1140—
ProductMethyl 3-amino-6-methylpyrazine-2-carboxylateHCID 58840780—

Reaction Steps

3-Amino-6-bromopyrazine-2-carboxylic acid methyl ester (1.0 g), palladium acetate (0.101 g), and S-Phos (2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl) were placed in a flask, with toluene (15 mL) and water (3 drops). Methyl boronic acid (0.394 g) and potassium phosphate (1.71 g) were added and the reaction mixture was refluxed for 24 hours. After allowing the reaction mixture to cool, the mixture was diluted with aqueous hydrochloric acid (1M) and extracted with ethyl acetate. The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent: diethyl ether) to give 3-amino-6-methylpyrazine-2-carboxylic acid methyl ester as a yellow solid (0.114 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133847B2
Source datasetuspto-grants-2012_03
ORD IDord-5461ce5797624bf3b2aa2a06dcf3e644
Source noteuspto-grants-2012_03