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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226073Generated: November 1, 2026

8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine → 8-(1-Ethyl-propyl)-2,6-dimethyl-3-(2-methyl-thieno[2,3-c]pyridin-3-yl)-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/226073

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 57752681—
Reactant3-Bromo-2-methylthieno[2,3-c]pyridineHCID 58466444—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
Product8-(1-Ethyl-propyl)-2,6-dimethyl-3-(2-methyl-thieno[2,3-c]pyridin-3-yl)-imidazo[1,2-b]pyridazineHCID 5775263815.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

190 mg of 3-Bromo-2-methyl-thieno[2,3-c]pyridine (0.83 mmol) is placed into the vial with 1.78 ml of Reiki Zn, suspension in THF (1.25 mmol) and capped and heated at 100° C. for 2 h. The excess Zinc is allowed to settle down and the solution is transferred to the vial containing 172 mg of 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.5 mmol) and 24 mg of PdCl2(pddf) (0.03 mmol) in 3 ml of dry THF. The vial is capped with a Teflon cap and heated at 80° C. overnight. The reaction mixture is quenched with sat. NH4Cl, extracted with CH2Cl2, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane:AcOEt:2 M NH3 in MeOH=20:5:1) to give 28 mg of the title compound. Yield 15%. mass spectrum (m/e): 365 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557103B2
Source datasetuspto-grants-2009_07
ORD IDord-2a1cdae5cac145c1b3a79b49d08b741a
Source noteuspto-grants-2009_07