HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-(2-{[5-Bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]oxy}ethyl)morpholine-3,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Morpholine-3,5-dione | HCID 364836 | — |
| Reactant | [4-({4-Bromo-2-[(2-hydroxyethoxy)methyl]phenyl}amino)-2-chlorophenyl](2-methylphenyl)methanone | HCID 10227340 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-{[5-Bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]oxy}ethyl)morpholine-3,5-dione | HCID 22174515 | — |
Reaction Steps
To a solution of Compound 158 (47 mg, 0.1 mmol), morpholine-3,5-dione (16 mg, 0.14 mmol) and triphenylphosphine (37 mg, 0.14 mmol) in THF (5 ml) was added diethyl azodicarboxylate solution (40% in toluene, 0.1 ml, 0.23 mmol) at RT. The reaction solution was stirred at the same temperature for 18 h and concentrated in vacuo. The residue was purified by chromatography (petroleum ether/ethyl acetate 1:1) to furnish the title compound, which was impure. The product was further purified by preparative TLC (petroleum ether/ethyl acetate 1:1) to give the pure title compound as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034015B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-a8655a3014d241c6a8f1431bd05bc02e |
| Source note | uspto-grants-2006_04 |