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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47505Generated: October 25, 2026

3,5-Di-tert-butyl-4-hydroxybenzoyl chloride → N1-[2-(4-amino-2-butyl 1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethyl]-3,5-di-(1,1-dimethylethyl)-4-hydroxybenzamide

https://huagongshe.com/reaction/47505

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Di-tert-butyl-4-hydroxybenzoyl chlorideHCID 3787187—
Reactant2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethaneamineHCID 21946027—
ProductN1-[2-(4-amino-2-butyl 1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethyl]-3,5-di-(1,1-dimethylethyl)-4-hydroxybenzamideHCID 1211219156.9%

Reaction Steps

Using the general method of Example 92, 3,5-di-(1,1 dimethylethyl)-4-hydroxybenzoyl chloride (0.47 g, 1.7 mmol) was reacted with 2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethaneamine (0.5 g, 1.7 mmol) to provide 0.5 g of N1-[2-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethyl]-3,5-di-(1,1-dimethylethyl) -4-hydroxybenzamide as a white powder, m.p. 248-250° C. Analysis: Calculated for C30H40N6O2: %C, 69.74; %H, 7.80; %N, 16.27. Found: %C, 69.65%H, 7.69; %N, 16.42. HRMS (EI) calcd for C30H40N6O2 (M+) 516.3212 found 516.3226

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699878B2
Source datasetuspto-grants-2004_03
ORD IDord-19bf6bf51d18408db2f50571ebc95467
Source noteuspto-grants-2004_03