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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191977Generated: November 2, 2026

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

https://huagongshe.com/reaction/2191977

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 numberUS08329700B2
Source datasetuspto-grants-2012_12
ORD IDord-cfcb0e4ac6c34b838e1cbda97f9c2710
Source noteuspto-grants-2012_12