HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 5-(((4-(dimethylamino)naphthalen-1-yl)methyl)amino)-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-Dimethylamino-1-naphthaldehyde | HCID 608052 | — |
| Reactant | 5-amino-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamide | HCID 86698959 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(((4-(dimethylamino)naphthalen-1-yl)methyl)amino)-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamide | HCID 178482794 | — |
Reaction Steps
5-amino-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamide 8 (100 mg) was suspended in EtOH (3 mL) and 4-Dimethylamino-1-naphthaldehyde (1 eq.) and piperidine (I drop) were added. Stirred at reflux until intermediate was absent (HPLC). After reaction was complete (18 hrs) it was brought to room temperature and filtered to obtain 5-(((4-(dimethylamino)naphthalen-1-yl)methyl)amino)-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamide as a yellow powder. Powder was washed with EtOH. Product was allowed to dry under vacuum for 1 hr.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382237B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-a8473e92bdc74244b98f432ea724586e |
| Source note | uspto-grants-2016_07 |