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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380046Generated: November 2, 2026

Sodium Carbonate → HCID 53877091, compound

https://huagongshe.com/reaction/380046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
Reactant(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acidHCID 54413593—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 53877091HCID 5387709156%

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), 4-bromo-2-fluorobenzonitrile (0.16 g), 2M aqueous sodium carbonate (0.76 ml) and tetrakis(triphenylphosphine)palladium (0) (0.03 g) in ethanol (3 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 0-25% ethanol in dichloromethane to give the title compound as a gum (0.14 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300352B1
Source datasetuspto-grants-2001_10
ORD IDord-8edf5be96a084df7b3bbb71dd1dfca02
Source noteuspto-grants-2001_10