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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076831Generated: October 31, 2026

Diisopropylethylamine → 3-chloro-N-[2-(2-naphthalen-2-ylethoxy)ethanimidoyl]pyrazine-2-carboxamide

https://huagongshe.com/reaction/2076831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Chloro-2-pyrazine-carboxylic acidHCID 1501900—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 67099300HCID 67099300—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product3-chloro-N-[2-(2-naphthalen-2-ylethoxy)ethanimidoyl]pyrazine-2-carboxamideHCID 152766205—

Reaction Steps

Under an atmosphere of nitrogen, 3-chloro-2-pyrazinecarboxylic acid (Tyger, 250 mg), TBTU (532 mg), and diisopropylethylamine (1.34 ml) were added to a solution of 2-(2-naphthalen-2-yl-ethoxy)-acetamidine hydrochloride (417 mg) in DMF (5 ml). The reaction mixture was stirred for 2 h at r.t., diluted with dichloromethane and washed with water. The organic layer was dried (Na2SO4), filtered, and the solvent was evaporated. The obtained, crude title compound (567 mg) was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928106B2
Source datasetuspto-grants-2011_04
ORD IDord-efa7859ecccb4c28ac87a2c733e58662
Source noteuspto-grants-2011_04