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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623290Generated: November 1, 2026

1,2-Dimethoxyethane → HCID 66936831, compound

https://huagongshe.com/reaction/1623290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoropyridine-4-boronic acidHCID 2783396—
ReactantHCID 11579573HCID 11579573—
CatalystHCID 178418397HCID 178418397—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 66936831HCID 6693683141%

Reaction Conditions

Temperature110 °C

Reaction Steps

To 6-chloro-N-(3-fluorobenzyl)pyrazin-2-amine (140 mg, 0.589 mmol) was added 2-fluoropyridin-4-ylboronic acid (125 mg, 0.884 mmol), PalladiumTetrakis (82 mg, 0.071 mmol), DME (3.3 ml), and 2M sodium carbonate (1.031 ml, 2.062 mmol). The resulting reaction mixture was stirred at 110° C. until completion as indicated by LCMS, about 3 hours. The reaction mixture was cooled to room temperature, diluted with 20 ml of ethyl acetate, filtered and concentrated to yield a crude solid. The solid was dissolved in DMSO, filtered and purified by prep LC. After lyphilization, 72 mg of the title compound was obtained as a TFA salt. LCMS (m/z): 299.1 (MH+), retention time=0.89 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778951B2
Source datasetuspto-grants-2014_07
ORD IDord-07430329f9514b0983709eedee767994
Source noteuspto-grants-2014_07