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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323322Generated: October 30, 2026

Sodium Hydroxide → 1-(3,4,5-trimethoxybenzoyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-(pyrid-2-yl)pyrrolidine

https://huagongshe.com/reaction/323322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amineHCID 13808350—
Reactant1-(3,4,5-Trimethoxybenzoyl)-3-(pyrid-2-yl)-3-(2-oxoethyl)pyrrolidineHCID 18464464—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product1-(3,4,5-trimethoxybenzoyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-(pyrid-2-yl)pyrrolidineHCID 20642240—

Reaction Steps

Combine 1-(3,4,5-trimethoxybenzoyl)-3-(pyrid-2-yl)-3-(2-oxoethyl)pyrrolidine and (0.24 mmol), (1-(2-ethyloxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine (0.28 mmol), and 3 Å molecular sieves (about 12 g) in methanol (5 mL). After 6 hours, add sodium cyanoborohydride (0.15 g, 2.4 mmol) and stir under an inert atmosphere. After 18 hours, add a solution of 2 M sodium hydroxide and dichloromethane. After 1 hour, filter, separate the layers in the filtrate, dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211199B1
Source datasetuspto-grants-2001_04
ORD IDord-5c48f6e9381c4cdb8e52804342bd9689
Source noteuspto-grants-2001_04