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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252653Generated: October 26, 2026

Cesium carbonate → 4-(2-(6-Chloropyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidine

https://huagongshe.com/reaction/252653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
Reactant4-(2-Chloropyridin-3-yl)-2-(methylthio)pyrimidineHCID 57756239—
SolventWaterHCID 962—
Product4-(2-(6-Chloropyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidineHCID 86614958—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of cesium carbonate (5.03 g, 15.4 mmol), 6-chloropyridin-3-ol (1.00 g, 7.72 mmol), and 4-(2-chloropyridin-3-yl)-2-(methylthio)pyrimidine (1.83 g, 7.72 mmol) was sealed and heated to 120° C. overnight. The reaction was cooled slightly and poured slowly into a rapidly stirring solution of 250 mL water. A tan precipitate resulted which was collected by filtration through a 0.45 micron filter. The solid was washed 3× with water, then dried in vacuo overnight to give 4-(2-(6-chloropyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidine as a tan solid. MS m/z=331 [M+H]+. Calc'd for C15H11ClN4OS: 330.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868177B2
Source datasetuspto-grants-2011_01
ORD IDord-830c76f3007946d69e4f99dbc37d1451
Source noteuspto-grants-2011_01