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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668581Generated: October 30, 2026

tert-butyl 7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carboxylate → Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate

https://huagongshe.com/reaction/1668581

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 7-nitro-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carboxylateHCID 21918821—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylateHCID 1140278987.4%

Reaction Steps

1,1-dimethylethyl 7-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (3.25 g) was hydrogenated for 3 h under atmospheric pressure at 25° C. in the presence of 10% Pd/C (0.32 g) in MeOH (130 ml). The catalyst was removed by filtration, the solvent evaporated under reduced pressure and the resulting residue was purified by flash chromatography over silica gel (eluting with 40% ethyl acetate in hexane) to give the title compound (2.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989444B2
Source datasetuspto-grants-2011_08
ORD IDord-d158ea3df4fc4155b2ed5d7811cf8ad7
Source noteuspto-grants-2011_08