HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 1-(5-(4-chlorophenyl)-3-(2,6-difluoro-3-(propylsulfonamido)benzoyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)-2-methylpropyl propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Chloro-2-methylpropyl propanoate | HCID 12661010 | — |
| Reactant | Vemurafenib | HCID 42611257 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(5-(4-chlorophenyl)-3-(2,6-difluoro-3-(propylsulfonamido)benzoyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)-2-methylpropyl propionate | HCID 73387937 | — |
Reaction Steps
The title compound was prepared according to the procedure as described in Example 10 Step 2 using a solution of N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.2 g, 0.4 mmol) in DMF (1 mL), KOH (46 mg, 0.80 mmol), a solution of TBAB (264 mg, 0.81 mmol) in DMF (0.5 mL) and a solution of 1-chloro-2-methylpropyl propionate (81 mg, 0.49 mmol) in DMF (0.5 mL). The title compound was obtained as a white solid (114 mg, 45%). 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-9cbd11ca9303464897cd0d56db324719 |
| Source note | uspto-grants-2016_07 |