Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222413Generated: October 29, 2026

Cesium carbonate → HCID 59712239, compound

https://huagongshe.com/reaction/2222413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-fluoro-2-methyl-1H-indol-5-olHCID 10352036—
ReactantHCID 22646547HCID 22646547—
SolventDimethylformamideHCID 6228—
ProductHCID 59712239HCID 5971223935.1%

Reaction Conditions

Temperature95 °C

Reaction Steps

A suspension of 4-chloro-6-cyano-7-methoxyquinoline (200 mg, 0.91 mmol), (prepared as described for the starting material in Example 1), 4-fluoro-5-hydroxy-2-methylindole (181 mg, 1.1 mmol), (prepared as described for the starting material in Example 11), and cesium carbonate (444 mg, 1.36 mmol) in DMF (6 ml) was heated at 95° C. for 2.5 hours. After cooling, the mixture was filtered, the filtrate was evaporated under vacuum and the residue was purified by column chromatography eluting with methylene chloride, followed by methanol/ethyl acetate/methylene chloride (2/10/88 followed by 5/15/80) to give 6-cyano-4-(4-fluoro-2-methylindol-5-yloxy)-7-methoxyquinoline (111 mg, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371765B2
Source datasetuspto-grants-2008_05
ORD IDord-ec3d4961d8734d108f188170f871e810
Source noteuspto-grants-2008_05