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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529227Generated: November 4, 2026

Potassium Carbonate → 5-(6-Cyclopropyl-2'-ethyl-[3,4']bipyridinyl-3'-ylethynyl)-pyridin-2-ylamine

https://huagongshe.com/reaction/1529227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(6-Cyclopropylpyridin-3-yl)boronic acidHCID 53338917—
Reactant5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-pyridin-2-ylamineHCID 58235313—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(6-Cyclopropyl-2'-ethyl-[3,4']bipyridinyl-3'-ylethynyl)-pyridin-2-ylamineHCID 49800511—

Reaction Conditions

Temperature150 °C

Reaction Steps

The title compound is synthesized according to general procedure GP3 starting from 150 mg (0.58 mmol) 5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-pyridin-2-ylamine (A-30) using 142 mg (0.87 mmoL) 2-cyclopropyl-pyrid-5-yl boronic acid, 4.5 mg (0.03 mmol) Pd(PPh3)4 and 154 mg (1.11 mmol) K2CO3 in a mixture of 6.0 mL DME and 1.5 mL water. The reaction mixture is stirred twice under microwave irradiation at 150° C. for 120 min. The reaction mixture is concentrated in vaccuo and the crude product is purified by chromatography on silica gel using a DCM/MeOH-gradient. Yield: 68 mg (34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090564B2
Source datasetuspto-grants-2015_07
ORD IDord-5ebd6687b2b047b0a3e1b41f58b6299a
Source noteuspto-grants-2015_07