HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromobutane → HCID 58052535, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ceric ammonium nitrate | HCID 180504 | — |
| Reactant | HCID 58052326 | HCID 58052326 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 58052535 | HCID 58052535 | 50% |
Reaction Steps
5-Ethyl-2-(4-fluoro-phenyl)-6-methanesulfonylamino-furo[2,3-b]pyridine-3-carboxylic acid methylamide (60 mg, 0.153 mmol), 1,4-dibromobutane (662 mg, 3.07 mmol) and cesium carbonate (52.4 mg, 0.161 mmol) in DMA (766 μL) are heated for 15 min at 120° C. by microwave. 1 mL CAN and 0.5 mL water are added and the mixture is filtered with a 0.45μ PTFE filter. Purification is achieved by reverse phase HPLC with a C8 column with 20-100% CAN//H2O (0.1% TFA) over 15 min with 5 min hold to give 6-[(4-Bromo-butyl)-methanesulfonyl-amino]-5-ethyl-2-(4-fluoro-phenyl)-furo[2,3-b]pyridine-3-carboxylic acid methylamide (40.1 mg, 50%) MS (ESI) m/z 527.8 (M+1). Retention time=1.78 min, Method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324239B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-3234ebcb31e24858903f614ca0efc140 |
| Source note | uspto-grants-2012_12 |