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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958296Generated: October 30, 2026

4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrile → 6-[1-(4-Cyano-phenyl)-1H-1,2,3-triazol-5-yl]-N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)-phenyl]-3,4-dihydro-pyrazine-2-carboxamide

https://huagongshe.com/reaction/1958296

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrileHCID 66738504—
Reactant6-Bromo-N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamideHCID 66738659—
Solvent1,2-DimethoxyethaneHCID 8071—
Product6-[1-(4-Cyano-phenyl)-1H-1,2,3-triazol-5-yl]-N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)-phenyl]-3,4-dihydro-pyrazine-2-carboxamideHCID 2489014241%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(5-Tributylstannanyl-[1,2,3]triazol-1-yl)-benzonitrile (0.15 g, 0.32 mmol), 6-bromo-N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamide (SM2, 0.054 g, 0.14 mmol), Pd(PBut3)2 (10 mg) and DME (2 ml) were placed in a tube for microwave synthesis. The mixture was degassed with argon and heated in a synthesis microwave heater (CEM) at 100° C. (max 150 W) for 10 minutes. The solvent was removed in vacuo giving a crude product which was purified on silica and then further purified on preparative HPLC. The pure fractions were freeze-dried giving 27 mg (41%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410114B2
Source datasetuspto-grants-2013_04
ORD IDord-13f325bcf08542e391a6a400e2cc4e9b
Source noteuspto-grants-2013_04