HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 53261780, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,3-Dihydro-5-methyl-3-isoxazolecarbonyl chloride | HCID 58368796 | — |
| Reactant | HCID 58368819 | HCID 58368819 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 53261780 | HCID 53261780 | — |
Reaction Steps
In a reaction vial, propane-1-sulfonic acid [3-(5-amino-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]-amide (39, crude material e.g. from Scheme 5, step 2) is mixed with triethylamine (0.0363 mL, 0.26 mmol), 5-methyl-2,3-dihydro-isoxazole-3-carbonyl chloride (40, 45.4 mg, 0.312 mmol), 1 mL of tetrahydrofuran, and 1 mL of pyridine. The reaction is stirred at room temperature for 16 hours, then diluted with water, and extracted 3× with ethyl acetate. The combined organic layers are washed 2× with brine, dried with sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is further purified by reverse phase chromatography and the resulting material confirmed by LC-MS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440969B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-a953489faff044829528fa1b7157488c |
| Source note | uspto-grants-2016_09 |