HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate → 4-Bromo-N-{1-[6-chloro-4-(5-oxo-2,5-dihydro-1,3,4-oxadiazol-2-yl)pyridin-2-yl]piperidin-4-yl}-5-methyl-1H-pyrrole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate | HCID 86608241 | — |
| Reactant | 5-[2-(4-Aminopiperidin-1-yl)-6-chloropyridin-4-yl]-1,3,4-oxadiazol-2(5H)-one hydrochloride | HCID 86608246 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-Bromo-N-{1-[6-chloro-4-(5-oxo-2,5-dihydro-1,3,4-oxadiazol-2-yl)pyridin-2-yl]piperidin-4-yl}-5-methyl-1H-pyrrole-2-carboxamide | HCID 86608307 | 11.3% |
Reaction Steps
TEA (0.10 ml, 0.70 mmol) and 5-[2-(4-aminopiperidin-1-yl)-6-chloropyridin-4-yl]-1,3,4-oxadiazol-2(5H)-one hydrochloride (Intermediate 51, 0.10 g, 0.33 mmol) were added to a solution of pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate (Intermediate 17) (0.12 g, 0.33 mmol) in DMA (2 ml). The mixture was stirred at room temperature overnight and was purified by semi-preparative HPLC eluting with water/acetonitrile and TFA mixtures to give the title compound (18 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-99541edff3474f29a6fdde7c1963dae3 |
| Source note | uspto-grants-2010_05 |