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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830083Generated: October 26, 2026

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

https://huagongshe.com/reaction/1830083

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 numberUS07064120B2
Source datasetuspto-grants-2006_06
ORD IDord-dfc4bdf70ecf42ecab34ca14a796cad3
Source noteuspto-grants-2006_06