HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-isopropyl-2-methyl-5H-furo[2,3-b]imidazo[2',1':5,1]pyrrolo[3,4-e]pyridine-3(2H), 5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 6-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)furo[2,3-b]pyridine-5-carboxylic acid | HCID 13752467 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-isopropyl-2-methyl-5H-furo[2,3-b]imidazo[2',1':5,1]pyrrolo[3,4-e]pyridine-3(2H), 5-dione | HCID 13849610 | 100.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04752323 |
| Source dataset | uspto-grants-1988_06 |
| ORD ID | ord-06dc843ddd3145189f0e8e4c8d72cb62 |
| Source note | uspto-grants-1988_06 |