HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 44192926, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 3-Methylisoxazole-5-carboxylic acid | HCID 853085 | — |
| Reactant | (S)-Hexahydropyrrolo[1,2-A]pyrazin-6(2H)-one | HCID 18439805 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 44192926 | HCID 44192926 | 82% |
Reaction Steps
To a solution of 3-methyl-isoxazole-5-carboxylic acid (100 mg, 0.79 mmol) in CH3CN (10 ml), carbonyldiimidazole (140 mg, 0.87 mmol) was added at room temperature. After stirring for 1 hour, a solution of (S)-(−)-hexahydropyrrolo[1,2-a]pyrazin-6(7H)-one (compound of Description 5, 121 mg, 0.86 mmol) in CH3CN (2 ml), was added dropwise at room temperature. After stirring the solution for 20 hours, the solvent was removed under vacuum and the residue purified by flash chromatography (DCM/MeOH 95/5 respectively) to afford the title compound as an oil (160 mg, 82% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334286B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-c6d9824bad5a43c4a6fc8ffc69262449 |
| Source note | uspto-grants-2012_12 |