Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 400200 | HCID 400200 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69132355 | HCID 69132355 | 83% |
Reaction Steps
Compound A (3.51 g) was added to a 40 mL of dimethylformamide solution containing benzaldehyde (1 eq.) and 4 equivalents of triethylamine (4 eq.). The solution was refluxed at 60° C. for 16 hr and cooled at an ice bath to produce a yellow precipitate. The precipitate was then collected and washed with ethyl acetate to give 3.3 g (83%) of 3-[(5-benzyloxypyridin-2-yl)methylidene]-6-(benzylmethylidene)piperazine-2,5-dione (Compound B). mp: 223-225° C.; 1H-NMR (400 MHz, DMSO): 5.243 (s, 2H), 6.695 (s, 1H), 6.812 (s, 1H), 7.346-7.634 (m, 12H, aromatic), 8.528 (s, 1H), 10.245 (s, 1H), and 12.289 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710062B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-600391d7883640ba936be18f46b87900 |
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| Source note | uspto-grants-2014_04 |
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