Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401341Generated: October 30, 2026

Nitrogen → HCID 67815348, compound

https://huagongshe.com/reaction/2401341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant2-BromobenzonitrileHCID 16272—
ReactantPotassium AcetateHCID 517044—
ReactantHCID 67814067HCID 67814067—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 67815348HCID 67815348—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a resealable vial was added potassium acetate (112 mg, 1.143 mmol), palladium(II) chloride (0.507 mg, 2.86 μmol), and 2-bromobenzonitrile (104 mg, 0.572 mmol). The vial was sealed and evacuated and purged with N2 (3×) before addition of DMA (4 mL) and 3-((4-methoxybenzyloxy)methyl)-5-methylisoxazole (200 mg, 0.857 mmol). The vial was heated to 130° C. overnight. The reaction was cooled to room temperature and diluted with water. The aqueous was extracted with EtOAc and the combined organics were washed with brine, dried over Na2SO4, filtered, and concentrated. The crude residue was purified via Biotage (EtOAc/hex) to afford 2-(3-((4-methoxybenzyloxy)methyl)-5-methylisoxazol-4-yl)benzonitrile. LC/MS m/z 335 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796261B2
Source datasetuspto-grants-2014_08
ORD IDord-0e22af52403e43d3badc2b41b90542e0
Source noteuspto-grants-2014_08