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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278725Generated: October 31, 2026

Water → 2'-Cyano-5-(4-cyanopyridin-3-yl)-4'-methylbiphenyl-3-carboxylic acid

https://huagongshe.com/reaction/2278725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-4-cyanopyridineHCID 11074051—
ReactantMethyl 2'-cyano-4'-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-3-carboxylateHCID 58449393—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product2'-Cyano-5-(4-cyanopyridin-3-yl)-4'-methylbiphenyl-3-carboxylic acidHCID 58449391—

Reaction Steps

Into a 5 mL microwave vial were charged methyl 2′-cyano-4′-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-3-carboxylate (150 mg, 0.36 mmol), 3-bromoisonicotinonitrile (131 mg, 0.72 mmol), cesium carbonate (583 mg, 1.79 mmol), tetra-n-butylammonium iodide (132 mg, 0.36 mmol), POPd (18 mg, 0.036 mmol), water (0.3 mL) and N,N-dimethylformamide (1 mL). The reaction mixture was subjected to microwave irradiation at 150° C. for 10 mins. The reaction mixture was purified by HPLC to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133122B2
Source datasetuspto-grants-2015_09
ORD IDord-c40630e0da4c4c11a83f3df84415dfa1
Source noteuspto-grants-2015_09