HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → tert-Butyl 1-[6-chloro-4-(5-oxo-2,5-dihydro-1,3,4-oxadiazol-2-yl)pyridin-2-yl]piperidin-4-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | tert-Butyl 1-[6-chloro-4-(hydrazinocarbonyl)pyridin-2-yl]piperidin-4-ylcarbamate | HCID 86608244 | — |
| Product | tert-Butyl 1-[6-chloro-4-(5-oxo-2,5-dihydro-1,3,4-oxadiazol-2-yl)pyridin-2-yl]piperidin-4-ylcarbamate | HCID 86608245 | — |
Reaction Steps
N,N′-Carbonyldiimidazole (0.12 g, 0.82 mmol) was added to a solution of tert-butyl 1-[6-chloro-4-(hydrazinocarbonyl)pyridin-2-yl]piperidin-4-ylcarbamate (Intermediate 49, 0.15 g, 0.41 mmol) in DMF (3 ml). The mixture was stirred at room temperature overnight and was purified by semi-preparative HPLC eluting with CH3CN/H2O (0.1% TFA) mixtures to afford the title compound (0.125 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-46f94dbab38b4490a60e7999896fee63 |
| Source note | uspto-grants-2010_05 |