HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-1,2-Benzisoxazol-3-yl-4-(3-pyridin-2-yl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(5-Chloro-[1,2,4]thiadiazol-3-yl)-pyridine | HCID 46318465 | — |
| Reactant | N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate | HCID 68778018 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-1,2-Benzisoxazol-3-yl-4-(3-pyridin-2-yl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide | HCID 68779909 | 24.6% |
Reaction Steps
To a solution of 2-(5-chloro-1,2,4-thiadiazol-3-yl)pyridine (104 mg, 0.555 mmol) and N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (200 mg, 0.555 mmol) in N,N-dimethylformamide (2 ml) was added triethylamine (0.389 ml, 2.78 mmol) at room temperature, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured to water, and the precipitated solid was separated by filtration, which was recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran to give 55.7 mg (24.6%) of the desired product. mp 222-223° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-0e9603d2a80a40c1ab2eb85b05ed11bd |
| Source note | uspto-grants-2010_12 |