HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylmaleimide → 4-{(E)-2-[5-(3-Fluorophenyl)pyridin-2-yl]vinyl}-2-methyloctahydropyrrolo[3,4-a]-indolizine-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylmaleimide | HCID 70261 | — |
| Reactant | Pipecolic acid, (+)- | HCID 736316 | — |
| Reactant | (E)-3-[5-(3-Fluorophenyl)pyridin-2-yl]propenal | HCID 86676729 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-{(E)-2-[5-(3-Fluorophenyl)pyridin-2-yl]vinyl}-2-methyloctahydropyrrolo[3,4-a]-indolizine-1,3-dione | HCID 53492367 | — |
Reaction Steps
A mixture of 235 mg of (E)-3-[5-(3-fluorophenyl)pyridin-2-yl]propenal, 133 mg of D-pipecolinic acid, 115 mg of N-methylmaleimide and 30 ml of MeCN is heated at the boil for 2 h. The volatile components are removed under reduced pressure and the residue is purified by column chromatography (silica gel, MeOH:DCM=97:3). In this manner, 2 pure fractions are isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871798B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-3857c9eaa0c34ea8a260062be61b4bfb |
| Source note | uspto-grants-2014_10 |