HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl iodide → 3,4-dichloro-N-[1-(5-cyano-4-hydroxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | 3,4-dichloro-N-[1-(5-cyano-4-methoxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide | HCID 68579932 | — |
| Solvent | Chloroform dichloromethane | HCID 18399249 | — |
| Product | 3,4-dichloro-N-[1-(5-cyano-4-hydroxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide | HCID 68579854 | — |
Reaction Steps
Iodotrimethylsilane (0.02 ml, 0.13 mmol) was added to a suspension of 3,4-dichloro-N-[1-(5-cyano-4-methoxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide (Example 269, 0.04 g, 0.1 mmol) in DCM:CHCl3 (1:1). After stirring for one hour the reaction was complete. Partitioning with EtOAc and water, drying organic portion with MgSO4 and concentrating yielded a yellow oil which, after triturating with ether, gave a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-91c830b5cec84db29fc804df2beb6f7a |
| Source note | uspto-grants-2010_05 |