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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911020Generated: October 31, 2026

Sodium Bicarbonate → HCID 57898917, compound

https://huagongshe.com/reaction/911020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 86634750HCID 86634750—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 57898917HCID 57898917—

Reaction Conditions

Temperature80 °C

Reaction Steps

Ethyl 3-(2-(5-bromo-4-(2,6-difluorophenoxy)pyridin-2-ylamino)thiazol-4-yl)propanoate (0.1932 mmol), pyridin-3-ylboronic acid (0.02850 g, 0.2319 mmol), Pd(PPh3)4 (0.02233 g, 0.01932 mmol), in DME (10 mL), and 2M sodium bicarbonate (2 mL) are combined and heated to 80° C. overnight. The reaction mixture is cooled and partitioned between CH2Cl2 and water. The combined organic layers are dried, filtered, and concentrated. The residue is purified by silica gel, eluting with 30-40% EtOAc in hexane, to afford ethyl 3-(2-(4-(2,6-difluorophenoxy)-3,3′-bipyridin-6-ylamino)thiazol-4-yl)propanoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-a9a3b53f21fe4e60aa18a4c3dc32a775
Source noteuspto-grants-2011_09