HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 73386919, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Chloroethyl Cyclohexyl Carbonate | HCID 11229529 | — |
| Reactant | Vemurafenib | HCID 42611257 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 73386919 | HCID 73386919 | 51.9% |
Reaction Steps
To a solution of N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (5 g, 10.2 mmol) in THF (36 mL) was added KOH (1.1 g, 20.4 mmol). The reaction was stirred at rt for 0.5 h, followed by the addition of a solution of 1-chloroethyl cyclohexyl carbonate (2.3 g, 11.2 mmol) in THF (9 mL). The mixture was refluxed for 16 h, then cooled to rtand diluted with THF (50 mL). The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=8/1) to give the title compound as a white solid (3.49 g, 51.9%). The title compound was characterized by LC-MS and 1H NMR as shown below:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399639B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-67577f02d99a4a4b9099ea51990be957 |
| Source note | uspto-grants-2016_07 |