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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943489Generated: October 26, 2026

Ethylamine → 6-chloro-8-(ethylamino)-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide

https://huagongshe.com/reaction/1943489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantDiisopropylethylamineHCID 81531—
Reactant8-Bromo-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamideHCID 59624495—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-chloro-8-(ethylamino)-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamideHCID 5962472976.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 5A (80 mg, 0.245 mmol), ethanamine (0.6 mL, 1.200 mmol, 2 M/THF) and DIEA (0.086 mL, 0.491 mmol) in NMP (0.7 mL) was heated at 80° C. for 5 h. The reaction mixture was cooled to room temperature and the solid was collected by filtration and washed with a small amount of DCM to give 6-chloro-8-(ethylamino)-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide as a yellow solid 62.8 mg. HPLC Rt=2.517 minutes (Chromolith SpeedROD 4.6×50 mm, 10-90% aqueous methanol containing 0.1% TFA, 4 min gradient, monitored at 220 nm). [M+H]=335.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389527B2
Source datasetuspto-grants-2013_03
ORD IDord-cd8ca855d28f4b5782930fb07458e03c
Source noteuspto-grants-2013_03