HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 58416768, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Pyrimidinemethanol, 2-amino- | HCID 200493 | — |
| Reactant | 4-Nitro-1-naphthol | HCID 343829 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58416768 | HCID 58416768 | 94.7% |
Reaction Steps
To a stirred mixture of (2-aminopyrimidin-4-yl)methanol (69) (700 mg, 3.92 mmol), 4-nitronaphthol (2) (741 mg, 3.92 mmol) and PPh3 (1.23 g, 4.70 mmol) in THF (20 mL) under nitrogen at −50° C. was added DIAD (996 μL, 4.70 mmol) dropwise over 5 min. The mixture was allowed to warm to RT and stirred for 1 hr during which time a yellow precipitate formed. The suspension was stirred overnight and the volatiles were evaporated in vacuo. The residue was triturated from MeOH (50 mL) and the pale yellow solid collected by filtration and washed with diethyl ether (50 mL) to give the title compound (70) (1.10 g, 93%): m/z 297 (M+H)+ (ES+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299073B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-76274f93ec7c41cd9682112c3fc9f1cf |
| Source note | uspto-grants-2012_10 |