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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215130Generated: November 1, 2026

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

https://huagongshe.com/reaction/2215130

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 numberUS07109193B2
Source datasetuspto-grants-2006_09
ORD IDord-a03c0895d4f1416db47ff3ec81e1d090
Source noteuspto-grants-2006_09