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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504131Generated: October 31, 2026

Triethylamine → 1-Ethyl-3,3,5-trimethyl-7-{2-[(pyridin-4-ylmethyl)amino]ethyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

https://huagongshe.com/reaction/1504131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-PyridinecarboxaldehydeHCID 13389—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 70656066HCID 70656066—
SolventMethanolHCID 887—
Product1-Ethyl-3,3,5-trimethyl-7-{2-[(pyridin-4-ylmethyl)amino]ethyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneHCID 70656755—

Reaction Steps

Triethylamine(0.1 ml) and 4-pyridine carbaldehyde(0.094 ml) were added to a methanol solution (10 ml) of 7-(2-aminoethyl)-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine 2,4-dione hydrochloride(0.26 g). The mixture was stirred at room temperature for 1 hour. Sodium borohydride(0.11 g) was added, and the mixture was further stirred at room temperature overnight. The reaction liquid was condensed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate: methanol=9:1→3:2). The purified product was condensed under reduced pressure to give the title compound(0.21 g) as a colorless oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-2ea009e168004e6d80236c286f3c7230
Source noteuspto-grants-2015_12