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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887Generated: October 26, 2026

Trimethylamine → 1-benzyl-3-(BOC-amino)-3-trifluoromethylpyrrolidine

https://huagongshe.com/reaction/1887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylamineHCID 1146—
Reactanttert-ButanolHCID 6386—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-Benzyl-3-(trifluoromethyl)pyrrolidine-3-carboxylic acidHCID 19691367—
Product1-benzyl-3-(BOC-amino)-3-trifluoromethylpyrrolidineHCID 1969148896.7%

Reaction Steps

A mixture of 1.42 g of the compound from step 454a, 1.71 g of diphenylphosphoryl azide, 12.3 g of t-butanol and 0.627 g of trimethyl amine was heated at reflux under N2 for 24 hours. The mixture was concentrated to dryness, and the residue was dissolved in methylene chloride. The solution was washed with satd. NaHCO3 and water, then concentrated. The residue was chromatographed on silica gel to give 1.73 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726182
Source datasetuspto-grants-1998_03
ORD IDord-3c14aa7c3cf94af8afc09046f03b475b
Source noteuspto-grants-1998_03