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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943426Generated: October 26, 2026

6-chloro-N-(3-fluoropyridin-4-yl)-8-(1-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamide → HCID 178480435, compound

https://huagongshe.com/reaction/1943426

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-chloro-N-(3-fluoropyridin-4-yl)-8-(1-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamideHCID 59624720—
ReactantHCID 178511674HCID 178511674—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178480435HCID 17848043572.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 6-chloro-N-(3-fluoropyridin-4-yl)-8-(1-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamide 18A (19.9 mg, 0.044 mmol) and trans-cyclohexane-1,4-diamine (47.6 mg, 0.417 mmol) in NMP (0.7 mL) was heated at 110° C. overnight. The reaction mixture was cooled to room temperature and purified by preparative HPLC. The desired fraction was concentrated and lyophilized to give 18B (14.9 mg, 40%) as a brown solid. [M+H]=465. HPLC Peak Rt=2.263 minutes. (Chromolith column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 mL/min, monitoring at 220 nm.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389527B2
Source datasetuspto-grants-2013_03
ORD IDord-74eaa08e9794454ea501704e86691b0e
Source noteuspto-grants-2013_03