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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555849Generated: October 29, 2026

2,3-Dichloropyrazine → 4-(3-Chloropyrazin-2-YL)tetrahydro-2H-pyran-4-carbonitrile

https://huagongshe.com/reaction/555849

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichloropyrazineHCID 78575—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantOxane-4-carbonitrileHCID 11815837—
SolventTolueneHCID 1140—
Product4-(3-Chloropyrazin-2-YL)tetrahydro-2H-pyran-4-carbonitrileHCID 59351305—

Reaction Steps

To a solution of 2,3-dichloropyrazine (1.219 g, 8.18 mmol) and tetrahydro-2H-pyran-4-carbonitrile (1 g, 9.00 mmol) in Toluene (16.36 mL) at room temperature was added LiHMDS (18.00 mL, 18.00 mmol) dropwise. The reaction mixture was stirred overnight at room temperature. Reaction was quenched with saturated NH4Cl and extracted with EtOAc. Two purifications with Biotage (0-10% MeOH/DCM & 0-100% EtOAc/Hexane) were conducted to isolate product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053438B2
Source datasetuspto-grants-2011_11
ORD IDord-b92a8efba7ce461dac88d79a9eea409b
Source noteuspto-grants-2011_11