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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911066Generated: October 31, 2026

Cesium carbonate → 3-(5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-yloxy)-5-chloroisonicotinonitrile

https://huagongshe.com/reaction/911066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3,5-Dichloropyridine-4-carbonitrileHCID 11137599—
Reactant5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-olHCID 178516464—
SolventDimethyl SulfoxideHCID 679—
Product3-(5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-yloxy)-5-chloroisonicotinonitrileHCID 866347807.3%

Reaction Steps

A mixture of 5-bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-ol (0.060 g, 0.16 mmol), 3,5-dichloroisonicotinonitrile (0.030 g, 0.18 mmol) and Cs2CO3 (0.057 g, 0.18 mmol) was stirred in DMSO (2 mL) at 100° C. overnight. The solution was cooled, quenched with water, extracted with EtOAc, dried, and concentrated. The crude material was purified by flash chromatography gave the desired product (0.006 g, 7% yield) as a white solid. 1H NMR (CDCl3) δ 8.55 (s, 1H), 8.50 (s, 1H), 8.27 (s, 1H), 7.12-7.26 (m, 5H), 6.87 (s, 1H), 6.37 (s, 1H), 2.89 (bs, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-2a973e9399f741eba6784f809ddad006
Source noteuspto-grants-2011_09