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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887436Generated: October 30, 2026

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

https://huagongshe.com/reaction/887436

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 numberUS08247418B2
Source datasetuspto-grants-2012_08
ORD IDord-83e76b3b94bc47a284ae1ed2a0449461
Source noteuspto-grants-2012_08