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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290748Generated: October 29, 2026

Dimethylformamide → 10-benzyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one

https://huagongshe.com/reaction/1290748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant10-benzylidene-5H,10H-imidazo[1,2-a]indeno-[1,2-e]pyrazin-4-oneHCID 70343884—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product10-benzyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-oneHCID 1529136637.3%

Reaction Steps

A mixture of 0.4 g of 10-benzylidene-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 90 ml of dimethylformamide and 10 ml of methanol is hydrogenated at a temperature in the region of 20° C. at a pressure of 1.9 bar of hydrogen for 3 hours in the presence of 10% palladium on charcoal. The catalyst is then filtered off under inert atmosphere and the solvents are evaporated off. The brown solid obtained (0.37 g) is purified by chromatography on a column of silica (35 g) with a mixture of dichloromethane and methanol (90/10 by volume). After trituration with 5 ml of dichloromethane, filtration and drying at 100° C., 0.15 g of 10-benzyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one is obtained, in the form of a beige solid melting above 260° C. (Analysis % calculated C: 76.66, H: 4.82, N: 13.41, O: 5.11, % found C: 76.3, H: 4.6, N: 13.4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753657
Source datasetuspto-grants-1998_05
ORD IDord-4ad5fbcde76c41448dbf87b2f804b08f
Source noteuspto-grants-1998_05