Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Hydroxyacetamidine | HCID 30926 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 68954788 | HCID 68954788 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11433704 | HCID 11433704 | — |
Reaction Steps
To a solution of acid from step 1 in DMF (0.05M) was added CDI (1.1 eq) and, after 5 min, acetamidoxime (1.1 eq). The reaction mixture was stirred at rt for 1 h and 18 h at 110° C. The reaction mixture was cooled to rt and poured into water. The residue was purified by flash chromatography (toluene:EtOAc, 45:55) to afforded the title compound and decarboxylated analog EXAMPLE 73 (more polar product).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07482456B2 |
|---|
| Source dataset | uspto-grants-2009_01 |
|---|
| ORD ID | ord-8f385da5af7043f09a0b8cc676182895 |
|---|
| Source note | uspto-grants-2009_01 |
|---|
