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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405140Generated: November 1, 2026

4-Dimethylamino-1-naphthaldehyde → 5-(((4-(dimethylamino)naphthalen-1-yl)methyl)amino)-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/1405140

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Dimethylamino-1-naphthaldehydeHCID 608052—
Reactant5-amino-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamideHCID 86698959—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product5-(((4-(dimethylamino)naphthalen-1-yl)methyl)amino)-3-(pyridin-3-ylamino)-1H-pyrazole-4-carboxamideHCID 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 (1 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916555B2
Source datasetuspto-grants-2014_12
ORD IDord-6ce9a8c3e2e14ae485f8e4e9b82dd78f
Source noteuspto-grants-2014_12