HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenylethanol → HCID 66699709, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenylethanol | HCID 7409 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-Butyl 6-bromo-2-oxo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyridine-3(2H)-carboxylate | HCID 66699891 | — |
| Reactant | HCID 86658263 | HCID 86658263 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66699709 | HCID 66699709 | 36% |
Reaction Steps
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 (See Example 166.C) (0.60 g, 1.97 mmol), 1-phenylethanol (0.289 g, 2.37 mmol) and triphenylphosphine (0.62 g, 2.37 mmol) in tetrahydrofuran (15 mL) was added diisopropyl azodicarboxylate (0.46 mL, 2.37 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 (0.30 g, 36% 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-33ac96e566d841d388711236c8c802e8 |
| Source note | uspto-grants-2013_02 |