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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908323Generated: October 31, 2026

Sodium Carbonate → HCID 58828884, compound

https://huagongshe.com/reaction/908323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-BromoisoquinolineHCID 736487—
ReactantMethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-1-carboxylateHCID 58828895—
SolventToluene ethanolHCID 21863594—
ProductHCID 58828884HCID 5882888470.9%

Reaction Steps

Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthoate (2.2 g, 7.0 mmol), 5-Bromoisoquinoline (1.33 g, 6.3 mmol), a 2M solution of sodium carbonate (9.6 mL) and palladium tetrakistriphenylphospine (0.37 g, 0.32 mmol) were heated in Toluene-EtOH (105 mL-21 mL) at 80° C. overnight. Solvent was evaporated and mixture was extracted with ethyl acetate. Organic phase was washed with brine, dried, filtered and evaporated. Residue was purified by chromatography (ethyl acetate-hexane 10:90->20:80->30:70->40:60->60-40. to give 1.4 g of the title compound as an off-white solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017601B2
Source datasetuspto-grants-2011_09
ORD IDord-254d9feadf6c42949d969310108d3413
Source noteuspto-grants-2011_09