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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058731Generated: October 27, 2026

trans-Crotonyl chloride → N-[2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethyl]-(E)-2-butenamide

https://huagongshe.com/reaction/1058731

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-Crotonyl chlorideHCID 643131—
Reactant2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethaneamineHCID 21946027—
ProductN-[2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethyl]-(E)-2-butenamideHCID 2217272481.1%

Reaction Steps

Using the general method of Example 92, crotonyl chloride (68 μL, 0.7 mmol) was reacted with 2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethaneamine (0.2 g, 0.7 mmol) to provide 0.2 g of N1-[2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethyl]-(E)-2-butenamide as a white powder, m.p. 198-200° C. Analysis: Calculated for C19H24N6O: %C, 64.75; %H, 6.86; %N, 23.85; Found: %C, 64.25; %H, 6.68; %N, 23.99. HRMS (EI) calcd for C19H24N6O (M+) 352.2011 found 352.1996

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518280B2
Source datasetuspto-grants-2003_02
ORD IDord-3fe3ef7396c34203aebf9ec3bd9e3d9a
Source noteuspto-grants-2003_02