Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959727Generated: November 3, 2026

Nitrogen → 3-[1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-6-(1-ethoxy-vinyl)-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/1959727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
Reactant6-Chloro-3-[1-(4,6-difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-imidazo[1,2-b]pyridazineHCID 58147539—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product3-[1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-6-(1-ethoxy-vinyl)-imidazo[1,2-b]pyridazineHCID 58190457—

Reaction Conditions

Temperature95 °C

Reaction Steps

A solution of 6-chloro-3-[1-(4,6-difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-imidazo[1,2-b]pyridazine (80 mg, 0.23 mmol) and tributyl(1-ethoxyvinyl)stannane (0.234 mL, 0.69 mmol) in 15 mL of DMF was purged with N2 for 30 min and then Pd(PPh3)4 (80 mg, 0.069 mmol) was added and the solution was heated at 95° C. overnight. After the reaction was complete, it was quenched with water, extracted with EtOAc three times. The organic layers were combined, washed with KF solution then brine, dried over Na2SO4. Solvent was evaporated and the crude (80 mg, 90%) was used in the next step without further purification. LCMS (method C): [MH]+=384.0, tR=4.67 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410264B2
Source datasetuspto-grants-2013_04
ORD IDord-4d2324053e2b4824931eea4f24753988
Source noteuspto-grants-2013_04