HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Fluoro-2-methylbenzenesulphonyl chloride → N-(5-Bromo-2-chloro-3-pyridinyl)-5-fluoro-2-methylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Fluoro-2-methylbenzenesulphonyl chloride | HCID 136286 | — |
| Reactant | 3-Amino-5-bromo-2-chloropyridine | HCID 21858354 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-(5-Bromo-2-chloro-3-pyridinyl)-5-fluoro-2-methylbenzenesulfonamide | HCID 86653306 | 59.3% |
Reaction Steps
3-Amino-5-bromo-2-chloropyridine (797 mg) in dry pyridine (10 ml) was treated with 5-fluoro-2-methylbenzenesulfonyl chloride (962 mg) then stirred at RT over the weekend. The reaction was purified by prep-HPLC. Desired fractions were concentrated under reduced pressure, diluted with saturated sodium bicarbonate (aq) and brine and extracted into DCM. The solvent was dried over magnesium sulfate, filtered then evaporated to give title compound (865 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163743B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-ef37bac9dc5548a691ae03e1062d2d1d |
| Source note | uspto-grants-2012_04 |