HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 90203654, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 90203642 | HCID 90203642 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90203654 | HCID 90203654 | 104.7% |
Reaction Steps
To an ice-cold solution of 1-(6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinoyl)pyrrolidine-2-carboxylic acid (8.6 mg, 22.6 μmol) in DMF (2 mL) was added carbonyldiimidazole (10.2 mg, 63.1 μmol). After 5 minutes the reaction mixture was warmed to ambient temperature and stirred for 2 h. NH3 gas was bubbled through the solution for 10 minutes and stirring was continued for 12 h. The reaction mixture was poured onto ice-water (20 mL) and extracted with EtOAc (2×20 mL). The combined extracts were dried over Na2SO4 and concentrated in vacuo to give the title compound (9 mg, quant.) as colorless wax; MS (EI): m/e=381.5 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303012B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-8e1cc3c11fbe4125aab6f07d81b786ad |
| Source note | uspto-grants-2016_04 |