HuagongsheHuagongshe Chemistry Print Report · For research reference only
Succinic anhydride → [1-(4-Cyano-3-trifluoromethylphenyl)-2,5-dioxo-3-methyl-4-phenylimidazolidin-4-yl]methoxy-4-oxobutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Succinic anhydride | HCID 7922 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | HCID 59317181 | HCID 59317181 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | [1-(4-Cyano-3-trifluoromethylphenyl)-2,5-dioxo-3-methyl-4-phenylimidazolidin-4-yl]methoxy-4-oxobutanoic acid | HCID 86641463 | — |
Reaction Steps
To a solution of 0.20 g of 4-[3-methyl-4-hydroxymethyl-2,5-dioxo-4-phenylimidazolidin-1-yl]-2-trifluoromethylbenzonitrile in 3 mL of pyridine was added 6 mg of dimethylaminopyridine and 0.052 g of succinic anhydride. The mixture is stirred for 12 hours then evaporated to dryness. The crude product is washed with water and extracted with DCM. The organic layer is dried over magnesium sulfate, filtered and evaporated. The crude product is purified by chromatography over silica gel while eluting with 50/50 cyclohexane/ethyl acetate to give the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383608B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-fed29da682984e2ca983f7301bf2f139 |
| Source note | uspto-grants-2013_02 |