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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943425Generated: October 26, 2026

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

https://huagongshe.com/reaction/1943425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
Reactant1-Methyl-3-aminopyrazoleHCID 137254—
Reactant8-Bromo-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamideHCID 59624495—
SolventDimethylformamideHCID 6228—
Product6-chloro-N-(3-fluoropyridin-4-yl)-8-(1-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamideHCID 5962472043.9%

Reaction Steps

To a solution of 1-methyl-1H-pyrazol-3-amine (37.2 mg, 0.383 mmol) in DMF (0.8 mL) was added 60% NaH (14.10 mg, 0.353 mmol). The mixture was stirred for 10 min. Solid 8A (50 mg, 0.153 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3 h. Methanol (5 mL) was added and a solid precipitated that was collected by filtration and dried to give 18A (26 mg, 37%) as an off white solid. [M+H]=387. HPLC Peak Rt=2.753 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 254 nm.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389527B2
Source datasetuspto-grants-2013_03
ORD IDord-b8ebbba9c4d8421da8cf5d6f17387dc2
Source noteuspto-grants-2013_03