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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821322Generated: October 31, 2026

1,2-Dichloroethane → (E)-N-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}pyrazine-2-carboxamide

https://huagongshe.com/reaction/1821322

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant2-Pyrazinecarboxylic acidHCID 1047—
Reactant4-MethylmorpholineHCID 7972—
ReactantSodium BicarbonateHCID 516892—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 69001756HCID 69001756—
SolventTetrahydrofuranHCID 8028—
Product(E)-N-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}pyrazine-2-carboxamideHCID 6900409030%

Reaction Steps

(E)-2-[2-(1H-indazol-3-yl)vinyl]phenylamine (60 mg, 0.26 mmol) was dissolved in THF (5 mL) and the solution was added with 2-pyrazinecarboxylic acid (38 mg, 0.31 mmol), 1-hydroxybenzotriazole monohydrate (51 mg, 0.33 mmol), 4-methylmorpholine (47 μL, 0.51 mmol) and EDC (68 mg, 0.36 mmol), followed by stirring at room temperature for 3 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was sequentially washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was triturated in ethanol to obtain Compound 28 (25 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-98a57dacc1a44ca6860685d2fe1b6661
Source noteuspto-grants-2009_10