Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482725Generated: October 27, 2026

Benzyl Benazepril → 3-[[1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid

https://huagongshe.com/reaction/482725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BenazeprilHCID 20244751—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-[[1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acidHCID 2311—

Reaction Steps

A solution of 1-benzyloxycarbonylmethyl-3-(1-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (isomer B of example 3, 0.9 g) in ethanol (150 ml) was hydrogenated at room temperature and atmospheric pressure, using 10% palladium on charcoal (0.5 g) as catalyst. After uptake of hydrogen had ceased, the catalyst was filtered off, and the solvent removed under reduced pressure to give a solid. This material was triturated with ether (8 ml) to give the title compound melting at 138°-140° and identical to the compound obtained in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04575503
Source datasetuspto-grants-1986_03
ORD IDord-9c85fd712f97478b83e45f59e413398f
Source noteuspto-grants-1986_03