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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184450Generated: October 26, 2026

Acetic Acid → 2,3-dimethoxy-6,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

https://huagongshe.com/reaction/2184450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
Reactant1-[(4,5-Dimethoxy-2-nitrophenyl)methyl]-1H-pyrrole-2-carboxaldehydeHCID 310827—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product2,3-dimethoxy-6,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 31083876.5%

Reaction Steps

A mixture of the 1-[(4,5-dimethoxy-2-nitrophenyl)methyl]-1H-pyrrole-2-carboxaldehyde of Step A (4.97 g), acetic acid (0.5 mL), magnesium sulfate (0.5 g) and 10% palladium on charcoal (0.5 g) in ethyl acetate (50 mL) was hydrogenated overnight at atmospheric pressure. The reaction was then filtered through Celite and the solvent removed in vacuo to give the crude title compound as an amber foam (3.2 g) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900200B2
Source datasetuspto-grants-2005_05
ORD IDord-ac25daea2ff54d8e94baf4a8f6141629
Source noteuspto-grants-2005_05