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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446770Generated: October 31, 2026

Triethylamine → 1-(4-{7-[4-(4-Methyl-piperazine-1-carbonyl)-phenyl]-imidazo[1,2-a]pyridin-3-yl}-benzyl)-3-(3-trifluoromethyl-phenyl)-urea

https://huagongshe.com/reaction/1446770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(Trifluoromethyl)phenyl isocyanateHCID 9483—
Reactant{4-[3-(4-Aminomethyl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-phenyl}-(4-methyl-piperazin-1-yl)-methanone, bis hydrochlorideHCID 131727906—
SolventDimethyl SulfoxideHCID 679—
Product1-(4-{7-[4-(4-Methyl-piperazine-1-carbonyl)-phenyl]-imidazo[1,2-a]pyridin-3-yl}-benzyl)-3-(3-trifluoromethyl-phenyl)-ureaHCID 5786342552.5%

Reaction Steps

Combine {4-[3-(4-aminomethyl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-phenyl}-(4-methyl-piperazin-1-yl)-methanone, bis hydrochloride (0.30 g, 0.56 mmol), 3-trifluoromethylphenyl isocyanate (0.1 mL, 0.73 mmol) and triethylamine (0.4 mL, 2.9 mmol) in DMSO (10 mL). Filter the solution through 10 g SCX column eluting with methanol→2 N ammonia in methanol. Concentrate fractions containing product to give a residue. Purify by chromatography (5% methanol in dichloromethane→10% methanol in dichloromethane→10% 2 N ammonia methanol in dichloromethane) to afford product (0.18 g, 52%). MS(ES), m/z 613 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666879B2
Source datasetuspto-grants-2010_02
ORD IDord-1e8a202254f64b1d8a30f69b9ea9605b
Source noteuspto-grants-2010_02