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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580299Generated: October 29, 2026

Pyridine → 2-isopropyl-2-methyl-5H-furo[2,3-b]imidazo[2',1':5,1]pyrrolo[3,4-e]pyridine-3(2H), 5-dione

https://huagongshe.com/reaction/580299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
Reactant6-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)furo[2,3-b]pyridine-5-carboxylic acidHCID 13752467—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-isopropyl-2-methyl-5H-furo[2,3-b]imidazo[2',1':5,1]pyrrolo[3,4-e]pyridine-3(2H), 5-dioneHCID 13849610100.5%

Reaction Steps

To a suspension of 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-furo[2,3-b]-pyridine-5-carboxylic acid (11.7 g, 0.039 mol) in 100 mL dimethoxyethane (DME) is added 7.3 mL acetic anhydride and 3.9 mL pyridine. After stirring 24 hours at room temperature, the solids are filtered and washed with ether and the mother liquor is concentrated by adding xylene to aid removal of pyridine. The residue is triturated with ether to obtain solids which are combined with the first crop to give 11.1 g (100%) of product. Recrystallization from 2:1 ethyl acetatehexane gives an analytical sample mp 193°-205° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04752323
Source datasetuspto-grants-1988_06
ORD IDord-06dc843ddd3145189f0e8e4c8d72cb62
Source noteuspto-grants-1988_06