HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (E)-N-(4'-chlorobiphenyl-4-yl)-3-{4-[(cyclopentylmethylamino)methyl]phenyl}acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (E)-N-(4'-chlorobiphenyl-4-yl)-3-(4-chloromethylphenyl)acrylamide | HCID 68816418 | — |
| Reactant | Cyclopentylmethylamine oxalic acid acetate | HCID 68819557 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-N-(4'-chlorobiphenyl-4-yl)-3-{4-[(cyclopentylmethylamino)methyl]phenyl}acrylamide | HCID 68816079 | — |
Reaction Steps
A reaction mixture of 200 mg (0.523 mmol) of (E)-N-(4′-chlorobiphenyl-4-yl)-3-(4-chloromethylphenyl)acrylamide, 295 mg (1.56 mmol) of cyclopentylmethylamine oxalic acid acetate and 0.44 mL (3.12 mmol) of triethylamine in 5 mL of THF is refluxed for 18 hours. Then the reaction mixture is poured onto water and the precipitate formed is suction filtered. Further purification is carried out by column chromatography on silica gel (eluant: dichloromethane/methanol (10:1)). Yield: 10 mg (4% of theory); C28H29ClN2O (M=445.0); melting point: 209° C.-210° C.; calc.: molecular ion peak (M+H)+: 445/447 (Cl); found: molecular ion peak (M+H)+: 445/447 (Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592373B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-25dda24593b34f2688dbd2a495084710 |
| Source note | uspto-grants-2009_09 |