HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piconol → HCID 58505427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piconol | HCID 11474 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 58505366 | HCID 58505366 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58505427 | HCID 58505427 | 34.2% |
Reaction Steps
To a solution of 5-(5-hydroxy-pyridin-2-yl)-furan-2-carboxylic acid ((S)-cyclohexyl-methylcarbamoyl-methyl)-amide (170 mg, 0.47 mmol.), 2-pyridine methanol (103 mg, 0.95 mmol) and PPh3 (supported on polystyrene resin, 320 mg 0.95 mmol) in THF (2 mL) is added DIAD (0.18 mL, 0.95 mmol) dropwise at 0° C. under argon. The mixture is allowed to warm to room temperature, stirred for 19 hours, diluted with THF, and filtered through celite. The filtrate is evaporated in vacuo, and the crude material is purified on reverse phase HPLC to yield a white solid 72 mg, 34%, LC/MS ESI m/z (M+H)+=449.7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637550B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-3597152752b449f89f4f7b67db56fd9c |
| Source note | uspto-grants-2014_01 |