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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396818Generated: November 3, 2026

Triethylamine → N-(2-chloropyrimidin-4-yl)-2-methyl-1H-indol-5-amine

https://huagongshe.com/reaction/1396818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-DichloropyrimidineHCID 77531—
Reactant5-Amino-2-methylindoleHCID 2733992—
SolventEthanolHCID 702—
ProductN-(2-chloropyrimidin-4-yl)-2-methyl-1H-indol-5-amineHCID 5982319880%

Reaction Steps

Et3N (1 mmol) was added to a solution of 2,4-dichloropyrimidine (1 mmol) and 5-amino-2-methylindole (1 mmol) in 5 ml EtOH. The reaction mixture was refluxed for 5 hours. After removal of the solvent in vacuo and addition of H2O, the mixture was extracted with EtOAc. The organic layers were combined, washed with saturated NaCl solution, dried over anhydrous Na2SO4, and concentrated in vacuo. The resulting residue was purified by column chromatography to give N-(2-chloropyrimidin-4-yl)-2-methyl-1H-indol-5-amine in a yield of 80%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901143B2
Source datasetuspto-grants-2014_12
ORD IDord-de4b886f13864803a70570b34910a497
Source noteuspto-grants-2014_12