HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-imidazole-2-carbaldehyde → (E)-2-Cyano-N-(1-(4-(2-(dimethylamino)ethoxy)phenyl)butyl)-3-(1H-imidazol-2-yl)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 | 2-Cyano-N-(1-(4-(2-(dimethylamino)ethoxy)phenyl)butyl)acetamide | HCID 66821948 | — |
| Product | (E)-2-Cyano-N-(1-(4-(2-(dimethylamino)ethoxy)phenyl)butyl)-3-(1H-imidazol-2-yl)acrylamide | HCID 66822374 | — |
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 2-cyano-N-(1-(4-(2-(dimethylamino)ethoxy)phenyl)butyl)acetamide (30) 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 8:92 methanol/dichloromethane, to give 38 (80 mg, 63%) as a light yellow oil: MS (ES+) m/z 453.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809377B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-cf145cade1c347efaa48c665435e1b03 |
| Source note | uspto-grants-2014_08 |