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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504155Generated: October 30, 2026

Methanol → 1-Ethyl-7-({N-(2-hydroxymethylbenzyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

https://huagongshe.com/reaction/1504155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
Reactant2-({N-(1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylmethyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)benzaldehydeHCID 86670484—
SolventWaterHCID 962—
Product1-Ethyl-7-({N-(2-hydroxymethylbenzyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneHCID 7065717670.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium borohydride (47 mg) were added to a methanol solution(10 ml) of 2-({N-(1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylmethyl)-N-[2-(2-methyl-4-oxo-4H-furo[3,2-c]pyridin-5-yl)ethyl]amino}methyl)benzaldehyde (0.59 g) and the mixture was stirred for 3 hours at 0° C. Water was added to the reaction mixture, followed by extraction by ethyl acetate. The organic layer was dried by anhydrous sodium sulfate, and condensed under reduced pressure. The residue was recrystallized from ethyl acetate-ether mixture to give the title compound(0.42 g) as a pale brown white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-234839c400534d98b61dfc00f7b5d9b5
Source noteuspto-grants-2015_12