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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718576Generated: October 29, 2026

Water → (E)-4-(8-Morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-3-yl)aniline

https://huagongshe.com/reaction/718576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant(E)-4-(3-(4-Nitrophenyl)-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-8-yl)morpholineHCID 117728691—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product(E)-4-(8-Morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-3-yl)anilineHCID 117728645—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of compound 10a (0.85 g, 1.8 mmol) in acetic acid (20 mL) was added iron powder (0.50 g, 8.9 mmol). The reaction mixture was stirred at 80° C. for 2 h, and allowed to cool to rt. The reaction mixture was treated with water, and the pH of the solution was adjusted to ca. pH 7 using 3 N NaOH solution. The mixture was extracted with DCM (3×100 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated to obtain compound 10b as a dark red solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C27H24N6O: 449.2 (M+H). found: 449.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-8038bc41af7844fabf04241f4147e769
Source noteuspto-grants-2015_11