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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501369Generated: November 4, 2026

Water → HCID 178487563, compound

https://huagongshe.com/reaction/1501369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178507119HCID 178507119—
SolventMethanolHCID 887—
ProductHCID 178487563HCID 17848756336%

Reaction Steps

To a solution of 1-{4-[6-chloro-3-phenyl-8-(1H-pyrazol-3-yl)imidazo[1,2-b]pyridazin-2-yl]phenyl}cyclobutanamine that was prepared in a manner analgous to that described for Example 19 (0.14 g, 0.32 mmol) and sodium methoxide (0.051 g, 0.95 mmol, 3.0 equiv) in MeOH (0.8 mL) was irradiated in a microwave apparatus at 120° C. for 90 min. The resulting mixture was added to water 10 mL. The aqueous mixture was extracted with DCM (3×15 mL), dried (Na2SO4 anh.) and concentrated under reduced pressure. The resulting material was purified using MPLC (Biotage Isolera; Snap 10 g cartridge, 100% hexane 2.0 min, gradient to 80% hexane/20% EtOAc 1.0 min, 80% hexane/20% EtOAc 3.0 min, gradient to 50% hexane/50% EtOAc 2.5 min, 50% hexane/50% EtOAc 3.5 min, gradient to 100% EtOAc 3.0 min, 100% EtOAc 4.8 min) to give an oil which was triturated with MeOH to give 1-{4-[6-methoxy-3-phenyl-8-(1H-pyrazol-3-yl)imidazo[1,2-b]pyridazin-2-yl]phenyl}cyclobutanamine (0.052 g, 36%):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206185B2
Source datasetuspto-grants-2015_12
ORD IDord-d65174145f714e258656bbb01be44531
Source noteuspto-grants-2015_12