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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626753Generated: October 26, 2026

Triethylamine → HCID 178509759, compound

https://huagongshe.com/reaction/626753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Amino-3-chlorobenzonitrileHCID 12627363—
Reactant4-Azido-5-fluoropyridine-3-carbaldehydeHCID 86697053—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
ProductHCID 178509759HCID 178509759—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 4-azido-5-fluoropyridine-3-carbaldehyde (2.86 g, 17.2 mmol) and 2-amino-3-chlorobenzonitrile (2.62 g, 17.2 mmol) in DCM (60 mL) was cooled to 0° C. under an atmosphere of nitrogen. Triethylamine (7.2 mL, 51.6 mmol) was added, followed by dropwise additiona of titanium (IV) chloride solution (1 N in DCM, 10.3 mL, 10.3 mmol). The reaction mixture was stirred at 0° C. for 2 hours, then at room temperature overnight. The resultant mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate and filtered through a pad of Celite®. The filtrate was concentrated under reduced pressure and the residue obtained was used in the following step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309240B2
Source datasetuspto-grants-2016_04
ORD IDord-747c075dda2142859ccab31f8fcf30c5
Source noteuspto-grants-2016_04