Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755303Generated: November 3, 2026

1-Methylimidazole → Tert-butyl 4-(3-(8-(6-(2-methylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzamido)benzoate

https://huagongshe.com/reaction/1755303

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantBenzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 233272—
Reactant3-(8-(6-(2-Methylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acidHCID 71525520—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 4-(3-(8-(6-(2-methylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzamido)benzoateHCID 8952269861%

Reaction Steps

A mixture of 3-(8-(6-(2-Methylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid (49 mg, 0.12 mmol), tert-butyl 4-aminobenzoate (23 mg, 0.12 mmol), EDCI (92 mg, 0.48 mmol), N-methyl-imidazole (40 mg, 0.48 mmol) and dichloromethane (3 mL) was stirred at room temperature for 16 h. The solution was concentrated in vacuo and the residue was purified by chromatography (silica gel, 200-300 mesh, CH2Cl2:MeOH=40:1˜100:1) to give tert-butyl 4-(3-(8-(6-(2-methylpyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzamido)benzoate (43 mg, 61%) as a yellow oil. [M+H]+, 590.2, tR=2.283 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169259B2
Source datasetuspto-grants-2015_10
ORD IDord-2f2d10b9deee43eaa728614c24cb6877
Source noteuspto-grants-2015_10