HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 73387014, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Chloroethyl 1-methylethyl carbonate | HCID 11789585 | — |
| Reactant | Vemurafenib | HCID 42611257 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 73387014 | HCID 73387014 | 11.1% |
Reaction Steps
The title compound was prepared according to the procedure as described in Example 26 step 2 using N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.3 g, 0.61 mmol), KOH (69 mg, 1.23 mmol) in anhydrous DMF (2 mL), a solution of TBAB (396 mg, 1.23 mmol) in anhydrous DMF (0.5 mL) and a solution of 1-chloroethyl isopropyl carbonate (101 mg, 0.61 mmol) in anhydrous DMF (0.5 mL). The crude product was purified by a silica gel column chromatography (PE/EtOAc (v/v)=5/1), and recrystallized in methanol to afford the title compound as a white solid (42 mg, 11.1%). 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-ccff0d29ba364b59acd118423b5fd3f1 |
| Source note | uspto-grants-2016_07 |