HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → (S)-6-(N-(2-(benzyloxy)but-3-enyl)methylsulfonamido)-2-(4-fluorophenyl)-N-methyl-5-(prop-1-en-2-yl)furo[2,3-b]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (S)-((1-iodobut-3-en-2-yloxy)methyl)benzene | HCID 22831641 | — |
| Reactant | 2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)-5-(prop-1-en-2-yl)furo[2,3-b]pyridine-3-carboxamide | HCID 58052333 | — |
| Product | (S)-6-(N-(2-(benzyloxy)but-3-enyl)methylsulfonamido)-2-(4-fluorophenyl)-N-methyl-5-(prop-1-en-2-yl)furo[2,3-b]pyridine-3-carboxamide | HCID 54575747 | 57.6% |
Reaction Steps
2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)-5-(prop-1-en-2-yl)furo[2,3-b]pyridine-3-carboxamide (87 mg, 0.216 mmol), (S)-((1-iodobut-3-en-2-yloxy)methyl)benzene (62.1 mg, 0.216 mmol) and cesium carbonate (70.3 mg, 0.216 mmol) are heated under microwave irradiation for 30 min at 120° C. HPLC affords (S)-6-(N-(2-(benzyloxy)but-3-enyl)methylsulfonamido)-2-(4-fluorophenyl)-N-methyl-5-(prop-1-en-2-yl)furo[2,3-b]pyridine-3-carboxamide (70 mg, 0.124 mmol, 57.6% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324239B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-aca66e41c6ab4014ab9226fb0914b807 |
| Source note | uspto-grants-2012_12 |