Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529225Generated: November 4, 2026

Potassium Phosphate, Tribasic → 5-(2,2'-Diethyl-[4,4']bipyridinyl-3-ylethynyl)-pyridin-2-ylamine

https://huagongshe.com/reaction/1529225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant(2-Ethylpyridin-4-yl)boronic acidHCID 23546914—
Reactant5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-pyridin-2-ylamineHCID 58235313—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(2,2'-Diethyl-[4,4']bipyridinyl-3-ylethynyl)-pyridin-2-ylamineHCID 49800509—

Reaction Conditions

Temperature190 °C

Reaction Steps

The title compound is synthesized according to general procedure GP3 starting from 100 mg (0.39 mmol) 5-(4-Chloro-2-ethyl-pyridin-3-ylethynyl)-pyridin-2-ylamine (A-30) using 146 mg (˜60% purity, 0.58 mmoL) 2-ethyl-pyrid-4-yl boronic acid, 18 mg (0.02 mmol) Pd2(dba)3, 28 mg (0.06 mmol) XPhos and 107 mg (0.47 mmol) K3PO4 in a mixture of 6.0 mL DME. The reaction mixture is stirred twice under microwave irradiation at 190° C. for 300 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: 9 mg (7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090564B2
Source datasetuspto-grants-2015_07
ORD IDord-512d27e2b6a549aabb6c7f8625dca54f
Source noteuspto-grants-2015_07