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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626741Generated: October 26, 2026

Triethylamine → HCID 178514519, compound

https://huagongshe.com/reaction/626741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-4-fluoroanilineHCID 2774008—
Reactant4-Azido-5-fluoropyridine-3-carbaldehydeHCID 86697053—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
ProductHCID 178514519HCID 178514519—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled (0° C.) solution of 4-azido-5-fluoro-pyridine-3-carbaldehyde (2.44 g, 14.7 mmol), 2,6-dichloro-4-fluorophenylamine (2.65 g, 14.7 mmol) and triethylamine (6.1 mL, 44 mmol) in DCM (50 mL) was added titanium tetrachloride (1M in DCM, 8.8 mL, 8.8 mmol) dropwise. The reaction mixture was stirred at 0° C. for 1 hour, warmed to room temperature, and stirred for a further 4 hours. The mixture was concentrated under reduced pressure. The residue was dissolved in toluene and filtered through Celite®. The filtrate was concentrated under to dryness under reduced pressure to afford the title compound that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309240B2
Source datasetuspto-grants-2016_04
ORD IDord-da6f08ddb3384eeab3f246e0db6b358c
Source noteuspto-grants-2016_04