HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-phenyl]-methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | N-[3-(2',4',5'-trifluoro-biphenyl-4-yloxymethyl)-phenyl]-methanesulfonamide | HCID 52920349 | — |
| Reactant | HCID 67153767 | HCID 67153767 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-phenyl]-methanesulfonamide | HCID 52920467 | 53.2% |
Reaction Steps
A solution of 3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-phenylamine hydrochloride (101 mg, 0.269 mmol), triethylamine (38 uL, 0.269 mmol) and methanesulfonyl chloride (27 uL, 0.349 mmol) in dry pyridine (4 mL) was reacted similar to N-[3-(2′,4′,5′-trifluoro-biphenyl-4-yloxymethyl)-phenyl]-methanesulfonamide above. The crude product was purified by flash chromatography with a 0-15% gradient of ethyl acetate in hexanes to yield 60 mg of N-[3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-phenyl]-methanesulfonamide as a white solid. LC-MS (ES) calculated for C21H19F2NO4S, 419.45; found m/z 418 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939569B1 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-d6c5785be2a5470790e703fb0caf2a6a |
| Source note | uspto-grants-2011_05 |