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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435070Generated: November 4, 2026

Sodium Carbonate → HCID 86621476, compound

https://huagongshe.com/reaction/1435070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 16719446HCID 16719446—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86621476HCID 86621476—

Reaction Conditions

Temperature100 °C

Reaction Steps

Trifluoro-methanesulfonic acid 2-chloro-4-formyl-phenyl ester (I-6a: 10.0 g), 3-cyano-phenyl-boronic acid (5.26 g) and palladium tetrakis(triphenylphosphine) (3.00 g) were combined in 100 mL of dimethoxyethane, then treated with 10 mL of a 2M aqueous sodium carbonate solution before being heated in a 100° C. oil bath. After 24 hours, the reaction mixture was cooled to ambient temperature, the organic phase was separated, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by chromatography on silica gel eluting with 10% ethyl acetate in heptane to afford the title compound (I-6b).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615651B2
Source datasetuspto-grants-2009_11
ORD IDord-1873f0f8db4644b79af1c76b1ffbb735
Source noteuspto-grants-2009_11