HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 59351665, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | [1-(4-Methoxyphenyl)cyclopropyl]methanol | HCID 18516144 | — |
| Reactant | 4'-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]biphenyl-2-carbonitrile | HCID 59351770 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59351665 | HCID 59351665 | 50.2% |
Reaction Steps
A mixture of 4′-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]biphenyl-2-carbonitrile (1 g), 1,1′-(azodicarbonyl)dipiperidine (1.3 g), tributylphosphine (1.6 mL), [1-(4-methoxyphenyl)cyclopropyl]methanol (0.46 g) and tetrahydrofuran (30 mL) was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, to the residue was added diisopropyl ether (50 mL), and the mixture was stirred at room temperature for 1 hr. Insoluble material was filtered off, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (0.71 g, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501750B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e0c7c0e9833a4deabaa317fb9c71239a |
| Source note | uspto-grants-2013_08 |