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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367036Generated: October 31, 2026

Triethylamine → HCID 57803313, compound

https://huagongshe.com/reaction/2367036

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 numberUS08697870B2
Source datasetuspto-grants-2014_04
ORD IDord-2c71b25fdcba4ebfb3cf78a611a4728a
Source noteuspto-grants-2014_04