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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529222Generated: November 4, 2026

Potassium Carbonate → HCID 58235318, compound

https://huagongshe.com/reaction/1529222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluoro-4-(methoxycarbonyl)benzeneboronic acidHCID 2782818—
ReactantHCID 66770496HCID 66770496—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58235318HCID 58235318—

Reaction Conditions

Temperature130 °C

Reaction Steps

The title compound is synthesized according to general procedure GP3 starting from 1.29 g (4.5 mmol) 5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-6-ethyl-pyridin-2-ylamine (A-30) using 1.34 mg (6.8 mmol) 3-Fluoro-4-methoxycarbonylphenyl boronic acid, 1.4 g (0.9 mmol) Pd(PPh3)4 and 1.19 g (8.6 mmol) K2CO3 in a mixture of 9 mL 1,2-dimethoxyethane and 2.25 mL water. The reaction mixture is stirred twice for 30 min at 130° C. under microwave irradiation. The product is precipitated by the addition of water, filtered off and purified by chromatography on silica gel using a cyclohexane/ethyl acetate gradient. Yield: 944 mg (52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090564B2
Source datasetuspto-grants-2015_07
ORD IDord-a4e768aa3984483a8a0356a002d052d7
Source noteuspto-grants-2015_07