Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17359Generated: October 29, 2026

Triethylamine → HCID 68587500, compound

https://huagongshe.com/reaction/17359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-(-)-3-(Dimethylamino)pyrrolidineHCID 7019156—
ReactantHCID 68585186HCID 68585186—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 68587500HCID 6858750025.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-(1-Acetylpiperidin-4-yl)-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-104) (0.23 g, 0.61 mmol) was dissolved in dimethyl sulfoxide (7 ml), triethylamine (0.18 ml, 1.30 mmol) and (3S)-3-(dimethylamino)pyrrolidine (85.0 μl, 0.67 mmol) were added, followed by stirring an external temperature of about 90° C. for 4 hours. After dilution with ethyl acetate, this was washed with water, dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure and the resulting residue was purified by silica gel column chromatography (silica gel 10 g, dichloromethane:methanol=30:1) to obtain a colorless oil (73 mg, 25%). This was dissolved in dioxane and freeze-dried into solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-67871b1c31a9404ca1234b8028fc371e
Source noteuspto-grants-2010_06