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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278735Generated: October 31, 2026

Water → HCID 45137051, compound

https://huagongshe.com/reaction/2278735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 67304474HCID 67304474—
CatalystTetrabutylammonium IodideHCID 67553—
ProductHCID 45137051HCID 45137051—

Reaction Steps

In a 5 mL microwave vial, 5-Bromo-4′-methyl-biphenyl-3-carboxylic acid (6-methyl-pyridin-3-ylmethyl)-amide (20 mg, 0.05 mmol), Pyridine-4-boronic acid (12.44 mg, 0.1012 mmol), cesium carbonate (82.42 mg, 0.2530 mmol), tetra-n-butylammonium iodide (18.69 mg, 0.05060 mmol), and POPd (2.538 mg, 0.005060 mmol) were dissolved in Water (0.04 mL, 2 mmol) and N,N-dimethylformamide (0.2 mL, 2 mmol). The reaction mixture was microwaved for 20 mins at 150 degrees. The reaction was purified directly by reversed phase HPLC (acetonitrile:water gradient) at pH 10. The combined pure fractions were reduced in vacuo to afford the title compound as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133122B2
Source datasetuspto-grants-2015_09
ORD IDord-4d13c25bb3894c43b3f2c3a14ed40a34
Source noteuspto-grants-2015_09