HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 89689924, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Bromobenzyl alcohol | HCID 70119 | — |
| Reactant | 1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-one | HCID 89690281 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89689924 | HCID 89689924 | 62.8% |
Reaction Steps
To a solution of 1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-one (500 mg) in THF (5 ml) were added p-bromobenzyl alcohol (332 mg), (E)-bis(2-methoxyethyl)diazene-1,2-dicarboxylate (541 mg) and triphenylphosphine (606 mg), and the mixture was stirred at room temperature for 16 h. The mixture was partitioned between EtOAc and water, and the organic layer was washed with brine, dried over MgSO4, concentrated in vacuo, and purified by silica gel column chromatography (EtOAc/MeOH), followed by crystallization from hot EtOAc to give the title compound (502 mg) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-4174644bc54c42d98ab6730bcba1fbae |
| Source note | uspto-grants-2016_06 |