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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404139Generated: November 3, 2026

Cesium carbonate → 2-(4-(3-chlorobenzyloxy)-5-fluoro-1-methyl-1H-indol-3-yl)-N-methyl acetamide

https://huagongshe.com/reaction/1404139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-(Bromomethyl)-3-chlorobenzeneHCID 69838—
Reactant2-(5-fluoro-4-hydroxy-1-methyl-1H-indol-3-yl)-N-methylacetamideHCID 58304007—
SolventAcetonitrileHCID 6342—
Product2-(4-(3-chlorobenzyloxy)-5-fluoro-1-methyl-1H-indol-3-yl)-N-methyl acetamideHCID 5830398782%

Reaction Steps

A mixture of 33-6 (40 mg, 0.17 mmol), 1-(bromomethyl)-3-chlorobenzene (35 mg, 0.17 mmol) and Cesium carbonate (166 mg, 0.51 mmol) in acetonitrile (20 mL) was refluxed for 2 h. After cooled to room temperature, the mixture was filtered and the filtrate was evaporated under vacuum. The resulting residue was purified by Preparative TLC (petroleum ether/ethyl acetate=1:3) to give 33-7 (50 mg, 82%) as a white solid. LRMS: calc 360.1 and found: 361.1 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912220B2
Source datasetuspto-grants-2014_12
ORD IDord-6bba1bcb2d674554b66b5cc5b8cb522b
Source noteuspto-grants-2014_12