HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 89690289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 89690255 | HCID 89690255 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Product | HCID 89690289 | HCID 89690289 | — |
Reaction Steps
To a stirred suspension of methyltriphenylphosphonium bromide (3.1 g) in THF (20 ml) was added NaH (60% in oil, 336 mg) at 0° C. The reaction mixture was then stirred at room temperature for 16 h. A solution of 6-iodo-3-methylimidazo[1,2-a]pyridine-2-carbaldehyde (500 mg) in THF (10 ml) was added to the reaction mixture at 0° C., and the resulting mixture was stirred at room temperature for 4 h. The reaction mixture was quenched with ice-water (20 ml) and extracted with EtOAc. The extract was washed with brine, dried over Na2SO4, concentrated in vacuo and purified by column chromatography (hexane/EtOAc) to afford the title compound (350 mg) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d3d76c06e4874ecab4cf3b088d377d78 |
| Source note | uspto-grants-2016_06 |