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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278726Generated: October 31, 2026

Water → 2-Cyano-2''-hydroxymethyl-4-methyl-[1,1';3',1'']terphenyl-5'-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2278726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-(Hydroxymethyl)phenylboronic AcidHCID 4374262—
ReactantMethyl 5-bromo-2'-cyano-4'-methylbiphenyl-3-carboxylateHCID 58449349—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product2-Cyano-2''-hydroxymethyl-4-methyl-[1,1';3',1'']terphenyl-5'-carboxylic acid ethyl esterHCID 117666583—

Reaction Steps

Into a 5 mL microwave vial were charged methyl 5-bromo-2′-cyano-4′-methylbiphenyl-3-carboxylate (95 mg, 0.29 mmol), 2-(hydroxymethyl)phenylboronic acid (87 mg, 0.57 mmol), cesium carbonate (466 mg, 1.43 mmol), tetra-n-butylammonium iodide (106 mg, 0.29 mmol), POPd (14 mg, 0.029 mmol), water (0.2 mL) and N,N-dimethylformamide (1 mL). The reaction mixture was subjected to microwave irradiation for 10 mins at 150° C. After cooling, the reaction mixture was extracted with ethylacetate. The organic layer was washed with brine, dried, and concentrated under reduced pressure to give the residue which was purified by HPLC to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133122B2
Source datasetuspto-grants-2015_09
ORD IDord-bd2fb6ee09e64b0cb4204b7179b23921
Source noteuspto-grants-2015_09