HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 140562199, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoacetamide | HCID 3727 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 58158517 | HCID 58158517 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 140562199 | HCID 140562199 | 72% |
Reaction Steps
To a solution of benzyl {3-fluoro-4-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}carbamate (35.0 g, 69.0 mmol) in N,N-dimethylformamide (350 mL) were added N,N-diisopropylethylamine (15.6 mL, 89.6 mmol) and iodoacetamide (16.6 g, 89.6 mmol), and the mixture was stirred at room temperature for 24 hr. Water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate/tetrahydrofuran. The combined organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with hexane/ethyl acetate and collected by filtration to give the title compound (28.0 g, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445509B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-25abf445a9524789bfd70b4c897d0b5d |
| Source note | uspto-grants-2013_05 |