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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621624Generated: November 2, 2026

Sodium Carbonate → HCID 66611911, compound

https://huagongshe.com/reaction/1621624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantSodium HydroxideHCID 14798—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant4-(5-chloro-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amineHCID 66611967—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66611911HCID 66611911—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 6-methoxypyridin-3-ylboronic acid (0.039 g, 0.256 mmol), 4-(5-chloro-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.1244 g, 0.213 mmol), Pd2dba3 (7.80 mg, 8.52 μmol), and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (8.12 mg, 0.017 mmol) was purged with argon. The mixture were treated with dioxane (2.0 mL) and sodium carbonate (0.27 mL, 0.53 mmol) and heated in a Biotage Initiator microwave at 140° C. for 30 min. The cooled reaction mixture was treated with 1 N NaOH and extracted with EtOAc (30 mL), washed with brine, dried over MgSO4, filtered and concentrated. The crude product was used directly in the next reaction. m/z (ESI, +ve ion) 657.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772480B2
Source datasetuspto-grants-2014_07
ORD IDord-08937abe0643437ab2ab6f9db71ccea5
Source noteuspto-grants-2014_07