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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69285Generated: October 28, 2026

Sodium Hydroxide → 6-Chloro-3-((6-fluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/69285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantIodide IonHCID 30165—
ReactantPhosphinic AcidHCID 4124402—
Reactant(6-chloroimidazo[1,2-b]pyridazin-3-yl)(6-fluoro-1-methyl-1H-indazol-5-yl)methanolHCID 58147531—
SolventAcetic AcidHCID 176—
Product6-Chloro-3-((6-fluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazineHCID 58190609—

Reaction Steps

(rac)-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(6-fluoro-1-methyl-1H-indazol-5-yl)-methanol (Stage 278.4, 1 g, 3.01 mmol) was dissolved in acetic acid (80 mL) and introduced in 4 microwave reactors. Iodide (956 mg×4, 15.07 mmol), followed by H3PO2 50% (1.2 m×4, 45.2 mmol) were then added into each reactor. Then they were submitted to microwave irradiations 5 min at 150° C. After combination, it was basified by a 2.5 M NaOH solution and extracted twice with EtOAc. The organics were joined and washed with brine, dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O to afford the title compound (tR 1.26 min (conditions 2), MH+=316)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-f95561dc4ab84e8e9be628eb3538e30f
Source noteuspto-grants-2014_09