HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-{3-[3-(cyclopentyloxy)-4-methoxybenzyl]-6-(2,2-difluoro-ethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl}piperidine-1-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 4-[6-(2,2-Difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carbaldehyde | HCID 25253349 | — |
| Reactant | (4-(Cyclopentyloxy)-3-methoxyphenyl)methanol | HCID 28562168 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{3-[3-(cyclopentyloxy)-4-methoxybenzyl]-6-(2,2-difluoro-ethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl}piperidine-1-carbaldehyde | HCID 25253816 | 35.1% |
Reaction Steps
0.172 g of DIAD is added to a solution of 0.15 g of 4-[6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carbaldehyde obtained in stage 3.7, 0.142 g of [4-(cyclopentyloxy)-3-methoxyphenyl]methanol and 0.223 g of PPh3 in 3 ml of anhydrous THF. The mixture is stirred at AT for 12 h 00 and then at 60° C. for 1 h 00. It is evaporated under reduced pressure and the residue is purified on silica gel, elution being carried out with AcOEt, to give 0.083 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846654B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-cad58bbf690240d28ba939fe0d93f636 |
| Source note | uspto-grants-2014_09 |