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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380011Generated: October 25, 2026

Sodium Carbonate → HCID 57249035, compound

https://huagongshe.com/reaction/380011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Bromo-4-methoxybenzonitrileHCID 736049—
Reactant(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acidHCID 54413593—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 57249035HCID 5724903565.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

Prepared according to the method described in Example 12b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.20 g, Example 33), 3-bromo-4-methoxybenzonitrile (0.20 g), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium (0) (0.03 g) in toluene (5 ml) and ethanol (2 ml), with heating at 90° C. for 4 hours. After work up, the residue was purified by normal-phase HPLC eluting with a gradient of 0-10% ethanol in dichloromethane to give the title compound as an oil (0.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300352B1
Source datasetuspto-grants-2001_10
ORD IDord-ad551788c1954a8294028df18f693282
Source noteuspto-grants-2001_10