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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857019Generated: October 25, 2026

Potassium Phosphate, Tribasic → {1-[3-(3-Dimethylamino-pyrrolidin-1-yl)-phenyl]-ethyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/857019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(3R)-(+)-3-(Dimethylamino)pyrrolidineHCID 2758521—
Reactant(S)-N-Boc-1-(3-bromophenyl)ethylamineHCID 56971804—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
Product{1-[3-(3-Dimethylamino-pyrrolidin-1-yl)-phenyl]-ethyl}-carbamic acid tert-butyl esterHCID 6958872627%

Reaction Steps

A mixture of (S )[1-(3-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (6 g), (3R)-3-(dimethylamino)-pyrrolidine (4.56 g), Pd2(dba)3 (1.83 g), di-t-butyl-biphenylphosphine (600 mg), K3PO4 (8.48 g) in DME (40 mL) was stirred at reflux for 16 h. The reaction mixture was cooled down to room temperature, diluted with methylene chloride, and filtered. The filtrated was evaporated in vacuo, and the crude product was purified by Flash Chromatography using Biotage eluting with 20% MeOH in ethyl acetate to give the title compound (1.8 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144881B2
Source datasetuspto-grants-2006_12
ORD IDord-25c8f9ac53e244bba0ba6badd5929881
Source noteuspto-grants-2006_12