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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239885Generated: October 26, 2026

Acetohydroxamic Acid → 6-(8-((4-Methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzo[d]isoxazol-3-amine

https://huagongshe.com/reaction/2239885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydroxamic AcidHCID 1990—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-Fluoro-4-(8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzonitrileHCID 68483657—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product6-(8-((4-Methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzo[d]isoxazol-3-amineHCID 68483868—

Reaction Steps

To a solution of acetohydroxamic acid (50 mg, 0.667 mmol) in DMF (1 mL) was added a solution of potassium t-butoxide in THF (0.667 mL, 0.667 mmol). The reaction solution was stirred at RT for 15 minutes and then a solution of 2-fluoro-4-(8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzonitrile (30 mg, 0.067 mmol) from (X) in DMF (1 mL) was added. The reaction solution was stirred at RT for 24 hours. The solution was diluted with methanol and purified by preparative HPLC to give 6-(8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzo[d]isoxazol-3-amine. LC/MS, m/e 463 (M+1). HPLC Rt, 3.08 min. Waters Sunfire C18 column (4.6×50 mm). 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B=0, final % B=100, gradient time 4 min. hold at 100% B 1 min, flow rate 4 mL/min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723336B2
Source datasetuspto-grants-2010_05
ORD IDord-6d4ce988d81e4a0dae5929f8a5aa5f33
Source noteuspto-grants-2010_05