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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290746Generated: October 29, 2026

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

https://huagongshe.com/reaction/1290746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant10-hydroxymethylene-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-oneHCID 57023512—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product10-methyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-oneHCID 1897544637.1%

Reaction Steps

A mixture of 1 g of 10-hydroxymethylene-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 80 ml of dimethylformamide and 20 ml of methanol is hydrogenated at a temperature in the region of 20° C. and at normal pressure for 4 hours in the presence of 10% palladium on charcoal. After filtration of the catalyst under inert atmosphere, the solvents are evaporated off and the beige solid obtained (1.25 g) is purified by chromatography on a column of silica (100 g) with a mixture of dichloromethane and methanol (95/5 by volume). After drying at 90° C., 0.35 g of 10-methyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one is obtained, in the form of a cream-coloured solid melting above 260° C. (Analysis % calculated C: 70.87, H: 4.67, N: 17.71, O: 6.74, % found C: 70.5, H: 4.4, N: 17.4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753657
Source datasetuspto-grants-1998_05
ORD IDord-abe378b882a549d18b41cb2a311312b1
Source noteuspto-grants-1998_05