HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[2-[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]-4H-3,1-benzoxazin-5-yl]-3,5-difluorobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3,5-Difluorobenzenesulfonyl chloride | HCID 2774058 | — |
| Reactant | HCID 178507384 | HCID 178507384 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[2-[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]-4H-3,1-benzoxazin-5-yl]-3,5-difluorobenzenesulfonamide | HCID 178527468 | 9.9% |
Reaction Steps
(R)—N2-Indan-1-yl-4H-benzo[d][1,3]oxazine-2,5-diamine (example 2) (150 mg, 0.54 mmol) was dissolved in 5 mL pyridine and 3,5-difluoro-benzenesulfonyl chloride (112 mg, 0.53 mmol) was added. The reaction mixture was stirred at room temperature overnight. 1N HCl was added until pH5. The mixture was extracted three times with ethyl acetate (50 mL each). The organic phases ware pooled, dried with sodium sulfate, filtered and evaporated. The crude product was purified by a silica gel column chromatography with heptane/ethyl acetate 1:1 to give a white solid (24 mg, 9%), MS: m/e=456.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044047B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-4330ee1d40774dee9a2b5beb5255da06 |
| Source note | uspto-grants-2011_10 |