HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 24985023, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 1-Phenylethanol, (S)- | HCID 443135 | — |
| Reactant | HCID 86626407 | HCID 86626407 | — |
| Reactant | HCID 86658263 | HCID 86658263 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24985023 | HCID 24985023 | 28% |
Reaction Steps
(R)-tert-Butyl 6-bromo-2-oxo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyridine-3(2H)-carboxylate. To a solution of tent-butyl 6-bromo-2-oxo-1H-imidazo[4,5-b]pyridine-3(2H)-carboxylate (1.6 g, 5.09 mmol), (S)-1-phenylethanol (0.75 g, 6.11 mmol) and triphenylphosphine (1.6 g, 6.11 mmol) in tetrahydrofuran (45 mL) was added diisopropyl azodicarboxylate (1.19 mL, 6.11 mmol). After stirring at room temperature for 1 h, the solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography to afford the title compound (0.60 g, 28% yield). MS (ESI) m/z 418.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372976B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-38fe255f2d894815ad5137b177019ffe |
| Source note | uspto-grants-2013_02 |