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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467628Generated: October 29, 2026

Triethylamine → HCID 14042135, compound

https://huagongshe.com/reaction/467628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 227251—
ReactantFuran-3-boronic acidHCID 2734358—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDimethylformamideHCID 6228—
ProductHCID 14042135HCID 14042135—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of palladium (II) acetate (145 mg, 0.65 mmol) and 1,1′-bis(diphenylphosphino)-ferrocene (493 mg, 0.86 mmol) in DMF (70 ml) was stirred at 50° C. for 15 minutes and cooled to r.t. The mixture was evacuated and vented with argon. 3-Amino-6-bromopyrazine-2-carboxylic acid methyl ester (5.0 g, 21.5 mmol), furan-3-yl-boronic acid (2.79 g, 23.7 mmol) and triethylamine (4.51 ml, 32.3 mmol) were added and the reaction mixture was stirred at 90° C. for 16 h. The solvent was evaporated and the product was obtained after purification by silica gel chromatography using a heptane/ethyl acetate gradient as yellow solid (2.92 g, 61.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623866B2
Source datasetuspto-grants-2014_01
ORD IDord-2a8146cd11674572a29f05d9300ef876
Source noteuspto-grants-2014_01