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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857737Generated: October 29, 2026

Sodium Carbonate → HCID 21866208, compound

https://huagongshe.com/reaction/857737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantChloropyrazineHCID 73277—
Reactant2-Formylphenylboronic acidHCID 292189—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 21866208HCID 21866208—

Reaction Steps

A solution of Pd(PPh3)4 (330 mg, 0.28 mmol) and chloropyrazine (987 μL, 11.0 mmol) in anhydrous DME (60 mL) was stirred for 20 min at room temperature under N2 atmosphere. The resulting red-orange mixture was treated with a solution of Na2CO3 (1.05 mg, 3.30 mmol) in H2O (15 ml), followed by 2-formylbenzene boronic acid (1.50 mg, 9.90 mmol), resulting in a white precipitate. The mixture was heated to reflux for 1.5 h. The DME was then removed in vacuo and the residual suspension was extracted twice with CH2Cl2. The combined organic extracts were dried (anhydrous Na2SO4) and concentrated to give the title compound as a red-orange solid which was dried in vacuo for 16 h and used without further purification. LCMS (M+H): 185.02.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144899B2
Source datasetuspto-grants-2006_12
ORD IDord-ef314fc3b01c46fbbe1f2cd65ee209fe
Source noteuspto-grants-2006_12