HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(2-Phenyl-2H-pyrazolo[3,4-b]pyridin-5-yl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | 2-Phenyl-2H-pyrazolo[3,4-b]pyridin-5-amine | HCID 58670151 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2-Phenyl-2H-pyrazolo[3,4-b]pyridin-5-yl)benzenesulfonamide | HCID 58670149 | 40% |
Reaction Steps
To a solution of 3C (305 mg, 1.458 mmol) and pyridine (0.7 mL) in CH3CN (30 mL) cooled to 0° C. was added bezenesulfonyl chloride (274 mg, 1.550 mmol). After addition, the reaction mixture was stirred at RT for 1 hour, then concentrated under reduced pressure. The resultant residue was dissolved in CH2Cl2 (100 mL), washed with water (2×50 mL), saturated NaCl (50 mL). The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified by silica gel column chromatography eluting with 2% of 2 M NH3 in MeOH/CH2Cl2 to give the title compound as a light brown solid (200 mg, 40% yield). LC/MS (method A): retention time=2.78 min, (M+H)+=351.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361766B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-549e6d1a5b5b4d3090466275936c62f1 |
| Source note | uspto-grants-2008_04 |