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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103392Generated: November 1, 2026

Triethylamine → HCID 57803313, compound

https://huagongshe.com/reaction/2103392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
ReactantHCID 57803369HCID 57803369—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 57803313HCID 5780331376.2%

Reaction Steps

tert-Butyl (3S)-pyrrolidin-3-ylcarbamate (0.65 g, 3.5 mmol), 1-[3-(trifluoromethyl)phenyl]piperidine-4-carboxylic acid (0.80 g, 2.9 mmol), triethylamine (0.82 mL, 5.8 mmol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (1.4 g, 3.2 mmol) were mixed in dry methylene chloride (10 mL). After being stirred overnight, the reaction mixture was diluted with EtOAc and washed with saturated NaHCO3. The aqueous layer was extracted with EtOAc three times. The combined organic layers were dried (MgSO4), concentrated and flash chromatographed (20% EtOAc/hexanes to 40% EtOAc/hexanes) to give 0.975 g of the desired product. MS (M+H) 442.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576089B2
Source datasetuspto-grants-2009_08
ORD IDord-e3ec41d799044a20b89229c751bd152f
Source noteuspto-grants-2009_08