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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801718Generated: November 1, 2026

Triethylamine → 5-((2-chloropyrimidin-4-yl)oxy)-2-methyl-1H-indole

https://huagongshe.com/reaction/1801718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-DichloropyrimidineHCID 77531—
Reactant2-methyl-1H-indol-5-olHCID 83336—
SolventEthanolHCID 702—
Product5-((2-chloropyrimidin-4-yl)oxy)-2-methyl-1H-indoleHCID 5982335975%

Reaction Steps

To a solution of 2,4-dichloropyrimidine (1 mmol) and 5-hydroxy-2-methylindole (1 mmol) in 5 ml EtOH was added Et3N (1 mmol). The reaction mixture was refluxed for 5 h. After removal of the solvent in vacuo and addition of H2O, the mixture was extracted with EtOAc. The organic layers were combined, washed with a saturated NaCl aqueous solution, dried over anhydrous Na2SO4, and concentrated in vacuo. The resulting oil residue was purified by column chromatography to give 5-(2-chloropyrimidin-4-yloxy)-2-methyl-1H-indole in a yield of 75%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349859B2
Source datasetuspto-grants-2013_01
ORD IDord-80da0e8f982d48bd9bb6f06f18061621
Source noteuspto-grants-2013_01