HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfate → N-[2-(3-acetyl-1-benzyl-4H-pyridin-4-yl)ethyl]-3,4-dimethoxy-N-phenyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | 4-(Benzylamino)but-3-en-2-one | HCID 521443 | — |
| Reactant | 3,4-dimethoxy-N-[(E)-5-oxopent-3-enyl]-N-phenyl-benzamide | HCID 118557837 | — |
| Catalyst | Scandium(III) triflate | HCID 2734571 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(3-acetyl-1-benzyl-4H-pyridin-4-yl)ethyl]-3,4-dimethoxy-N-phenyl-benzamide | HCID 118557876 | 58.4% |
Reaction Steps
To a suspension of Sc(OTf)3 (10% mol), Na2SO4 (3 equiv) in dry CH2Cl2 (15 mL) is added a solution of enamine 30 (332 mg, 1.9 mmol) and enal 35 (644 mg, 1.9 mmol) in dry CH2Cl2 (5 mL). The reaction mixture was stirred at room temperature for 48 h. The reaction solution is filtered on Celite and the solvent removed under pressure. The residue obtained is purified on SiO2 (gradient of EtOAc in Petroleum ether) to afford the title compound 32 as a yellow oil (Yield 551 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376387B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-a19f5583e4dc47209cfb00b26fa204bd |
| Source note | uspto-grants-2016_06 |