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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323374Generated: October 29, 2026

Diisopropylethylamine → 1-carbobenzyloxy-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-phenylpyrrolidine

https://huagongshe.com/reaction/323374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amineHCID 13808350—
Reactant1-Carbobenzyloxy-3-phenyl-3-(2-methanesulfonyloxyethyl)pyrrolidineHCID 18465104—
SolventAcetonitrileHCID 6342—
Product1-carbobenzyloxy-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-phenylpyrrolidineHCID 22009138—

Reaction Steps

Combine 1-carbobenzyloxy-3-phenyl-3-(2-methanesulfonyloxyethyl)pyrrolidine (10.2 g, 25.3 mmol), (1.34 g, 2.5 mmol), (1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine (30.4 mmol), and N,N-diisopropylethylamine (18 mL, 101 mmol) in acetonitrile (300 mL). Heat to reflux. After 18 hours, evaporate in vacuo to give a residue. Chromatograph the residue on silica gel to give 1-carbobenzyloxy-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-phenylpyrrolidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211199B1
Source datasetuspto-grants-2001_04
ORD IDord-aa733bb0414a4d90ac1f07c14cffdf80
Source noteuspto-grants-2001_04