HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[1-(3-Chloro-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-N-cyclopropyl-4-oxazol-5-yl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dichloro-1,2,4-thiadiazole | HCID 2725055 | — |
| Reactant | N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrochloride | HCID 68289930 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[1-(3-Chloro-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-N-cyclopropyl-4-oxazol-5-yl-benzamide | HCID 68290214 | — |
Reaction Steps
A mixture of N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrogen chloride salt (696 mg), 3,5-dichloro-1,2,4-thiadiazole (372 mg), and triethylamine (0.42 mL) in dichloromethane (30 mL) is stirred overnight at room temperature. More triethylamine (0.40 mL) is added and the mixture is stirred until the conversion is complete (1 h). The solvent is partly evaporated and the residue is triturated with water. The precipitate is filtered off, washed with dichloromethane and dried to yield the title compound. LC (method 5): tR=2.08 min; Mass spectrum (ESI+): m/z=430/432 (Cl) [m+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822471B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-167d80cfc81f48c79b865e35021a37d7 |
| Source note | uspto-grants-2014_09 |