HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-imidazole-2-carbaldehyde → (S,E)-2-Cyano-3-(1H-imidazol-2-yl)-N-(1-phenylbutyl)acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | (E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acrylamide | HCID 56947930 | — |
| Reactant | (S)-2-cyano-N-(1-phenylbutyl)acetamide | HCID 66822152 | — |
| Product | (S,E)-2-Cyano-3-(1H-imidazol-2-yl)-N-(1-phenylbutyl)acrylamide | HCID 24996709 | — |
Reaction Steps
The title compound was prepared by using a similar procedure as described for the preparation of 33 except that 1H-imidazole-2-carbaldehyde was used instead of 6-bromopicolinaldehyde, and (S)-2-cyano-N-(1-phenylbutyl)acetamide was used instead of 2-cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acetamide (29). This produced the crude product which was purified by flash silica gel column chromatography, eluting with 1:1 hexanes/ethyl acetate, to give 42 (92 mg, 94%) as a clear oil: MS (ES+) m/z 295.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809377B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-c649820ddebb4977b8895fda8ca5914c |
| Source note | uspto-grants-2014_08 |