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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892386Generated: October 26, 2026

Stannane, tributyl(1-ethoxyethenyl)- → 1-(3-(Difluoro(quinolin-6-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanone

https://huagongshe.com/reaction/1892386

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
Reactant6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)difluoromethyl)quinolineHCID 57691033—
Reactant1-(3-(Quinolin-6-ylmethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanoneHCID 58190461—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
Product1-(3-(Difluoro(quinolin-6-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanoneHCID 5819046835.2%

Reaction Steps

The title compound as a light yellow oil (180 mg, 30%, 80% purity) was synthesized from 6-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)difluoromethyl)quinoline (intermediate R) (500 mg, 1.507 mmol), tributyl(1-ethoxyvinyl)stannane (2.55 mL, 7.54 mmol) and PdCl2(PPh3)2 (106 mg, 0.151 mmol) in 1,4-dioxane using the similar procedure as described in the synthesis of compound 41.2. 1H-NMR (400 MHz, MeOH-d4) δ ppm 9.17 (s, 1H), 8.91 (d, 1H), 8.65 (s, 1H), 8.43 (d, 1H), 8.28 (q, 2H), 7.96 (d, 1H), 7.92 (m, 1H), 2.61 (s, 3H). LCMS (method B): [MH]+=340.1, tR=2.16 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-5872339fe35349258e3159caf1caa68a
Source noteuspto-grants-2013_08