Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732352Generated: October 29, 2026

Triethylamine → HCID 86614993, compound

https://huagongshe.com/reaction/732352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl (2R,4S)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 58483823—
SolventDimethyl SulfoxideHCID 679—
SolventDiethyl EtherHCID 3283—
ProductHCID 86614993HCID 86614993—

Reaction Steps

Add triethylamine (1.1 mL, 7.79 mmol) and sulfurtrioxide-pyridine complex (0.63 g, 3.89 mmol) to an ice-cold solution of 4-(S)-fluoro-2-(R)-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (0.426 g, 1.95 mmol) in DMSO (2 mL). Stir 30 min, warm to room temperature and stir 30 min. Dilute with diethyl ether and wash with 5% aqueous citric acid (3×120 mL), saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound as an oil that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-d6b050b86f32492fb28153ddf7687b15
Source noteuspto-grants-2009_09