HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874323Generated: October 25, 2026
Pyridine → 1,3-dimethyl-N-{3-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide
https://huagongshe.com/reaction/1874323
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide | HCID 57749234 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,3-dimethyl-N-{3-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide | HCID 57749187 | 102% |
Reaction Steps
A mixture of N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (750 mg, 2.32 mmol), p-toluenesulfonyl chloride (486 mg, 2.55 mmol) and pyridine (6 mL) was stirred at 80° C. for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure and dried to give the title compound (1.13 g, 99%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08304557B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-bca46c3900ab4778a4323eca0e94f9d6 |
|---|
| Source note | uspto-grants-2012_11 |
|---|