Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504135Generated: October 31, 2026

Acetic Acid → 1-ethyl-3,3,5-trimethyl-7-({N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]-N-(pyridin-4-ylmethyl)amino}methyl)-1,5-dihydro benzo[b][1,4]diazepine-2,4-dione

https://huagongshe.com/reaction/1504135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant5-(2,2-Dihydroxyethyl)-2-methyl-5H-furo[3,2-c]pyridine-4-oneHCID 66960000—
Reactant1-Ethyl-3,3,5-trimethyl-7-{[(pyridin-4-ylmethyl)amino]methyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneHCID 70656791—
Solvent1,2-DichloroethaneHCID 11—
Product1-ethyl-3,3,5-trimethyl-7-({N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]-N-(pyridin-4-ylmethyl)amino}methyl)-1,5-dihydro benzo[b][1,4]diazepine-2,4-dioneHCID 7065650386.4%

Reaction Steps

5-(2,2-Dihydroxyethyl)-2-methyl-5H-furo[3,2-c]pyridine-4-one(0.21 g) and acetic acid(0.1 ml) were added to a 1,2-dichloroethane solution(15 ml) of 1-ethyl-3,3,5-trimethyl-7-{[(pyridin-4-ylmethyl)amino]methyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione(0.38 g), and the mixture was stirred for 30 minutes at room temperature. Sodium triacetoxy borohydride(0.42 g) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: methanol=1:0→4:1). The purified product was condensed under reduced pressure, and the residue was recrystallized from ether to give the title compound(0.47 g) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-bdfe5dbb45624c62837c7ad63771442f
Source noteuspto-grants-2015_12