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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751682Generated: October 28, 2026

Triethylamine → HCID 69672526, compound

https://huagongshe.com/reaction/1751682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
ReactantHCID 86708802HCID 86708802—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 69672526HCID 6967252678%

Reaction Steps

2-Bromo-1-(4-bromo-3-(difluoromethoxy)phenyl)ethanone (6.65 mmol) and Boc-proline (1.72 g, 7.98 mmol) were suspended in MeCN (13 mL) and triethylamine (1.00 mL, 7.32 mmol) was added. The reaction mixture was stirred at RT for 14 h, then diluted with EtOAc. The organic solution was washed with water saturated aqueous NaHCO3 and brine, then dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue was purified by silica column chromatography (19% to 40% EtOAc/Hex) to afford (S)-2-(2-(4-bromo-3-(difluoromethoxy)phenyl)-2-oxoethyl) 1-tert-butyl pyrrolidine-1,2-dicarboxylate (2.48 g, 78% over 4 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156823B2
Source datasetuspto-grants-2015_10
ORD IDord-7d0024c4d69e4d81a7ef406a1f0198cc
Source noteuspto-grants-2015_10