HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylmaleimide → 4-[(E)-2-(5-bromopyridin-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 | 3-(5-Bromopyridin-2-yl)prop-2-enal | HCID 86676730 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[(E)-2-(5-bromopyridin-2-yl)vinyl]-2-methyloctahydropyrrolo[3,4-a]-indolizine-1,3-dione | HCID 53492368 | — |
Reaction Steps
A mixture of 820 mg of (E)-3-(5-bromopyridin-2-yl)propenal, 500 mg of D-pipecolinic acid, 430 mg of N-methylmaleinimide and 20 ml of MeCN is boiled at reflux for 2 h. The solvents are removed and the residue is purified by column chromatography (silica gel, ethyl acetate:DCM=3:1). Using this method, 3 pure fractions are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871798B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-901fab959cda48f9b80c1f553c5a1c17 |
| Source note | uspto-grants-2014_10 |