HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 3-{[3-{[(5-Bromo-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 5-Bromothiophene-2-sulfonyl chloride | HCID 2733924 | — |
| Reactant | 3-{[3-Amino-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamide | HCID 58054469 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3-{[3-{[(5-Bromo-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamide | HCID 59456062 | 12% |
Reaction Steps
3-{[3-Amino-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamide (for a preparation see Intermediate 12) (22 mg, 0.07 mmol) was dissolved in pyridine (1.6 mL) and added to 5-bromo-2-thiophenesulfonyl chloride (27 mg, 0.1 mmol). The reaction mixture was shaken at room temperature for 5 min and then stood overnight at room temperature. DMSO (0.2 mL) was added to the reaction mixture and purified by MDAP on Atlantis column using Acetonitrile Water with a Formic acid modifier. The solvent was evaporated in vacuo using the Genevac to give the title compound (4.6 mg, 12%) LCMS (System A) RT=1.04 min, ES+ve m/z 521/523 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507543B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-35f68ec473f147e085a35db3408bf397 |
| Source note | uspto-grants-2013_08 |