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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051131Generated: November 4, 2026

1,10-Phenanthroline → 5-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile

https://huagongshe.com/reaction/1051131

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
Reactant2-Bromo-5-nitro-3-(trifluoromethyl)pyridineHCID 53486350—
ReactantHCID 178418546HCID 178418546—
SolventDimethylacetamideHCID 31374—
Product5-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrileHCID 2187489367%

Reaction Conditions

Temperature160 °C

Reaction Steps

The crude 2-bromo-5-nitro-3-(trifluoromethyl)pyridine 21 is dissolved in dimethylacetamide (DMA) and phenanthroline (0.2 equivalents) is added. The mixture is heated to 160° C. and CuCN (2 equivalents) is added. The mixture is stirred for 40 minutes. Chromatography is performed to produce the 5-nitro-3-(trifluoromethyl)pyridine-2-carbonitrile 22 in a yield of 67%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388159B2
Source datasetuspto-grants-2016_07
ORD IDord-677a7f60df94477b8d77caa830744183
Source noteuspto-grants-2016_07