HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylmaleimide → 4-{(E)-2-[5-(3-Fluorophenyl)pyridin-2-yl]vinyl}-2-methyl-3a,4,6,9,9a,9b-hexahydro-pyrrolo[3,4-a]indolizine-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylmaleimide | HCID 70261 | — |
| Reactant | 2-Pyridinecarboxylic acid, 1,2,3,6-tetrahydro-, hydrochloride (1:1) | HCID 67783700 | — |
| Reactant | (E)-3-[5-(3-Fluorophenyl)pyridin-2-yl]propenal | HCID 86676729 | — |
| Product | 4-{(E)-2-[5-(3-Fluorophenyl)pyridin-2-yl]vinyl}-2-methyl-3a,4,6,9,9a,9b-hexahydro-pyrrolo[3,4-a]indolizine-1,3-dione | HCID 53492568 | — |
Reaction Steps
The title compound is prepared analogously from 100 mg of (E)-3-[5-(3-fluorophenyl)pyridin-2-yl]propenal, 49 mg of N-methylmaleimide and 58 mg of 1,2,3,6-tetrahydropyridine-2-carboxylic acid hydrochloride. The crude product is purified by column chromatography (silica gel, MeOH:DCM=2:98). In this manner, 3 pure fractions are isolated as racemic mixtures.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871798B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-833ccda15afd4036a5e11f5614a86241 |
| Source note | uspto-grants-2014_10 |