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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1990097Generated: October 31, 2026

HCID 68524438, compound → HCID 68525494, compound

https://huagongshe.com/reaction/1990097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68524438HCID 68524438—
ReactantHCID 178461826HCID 178461826—
CatalystDichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickelHCID 2724937—
CatalystZincchlorideHCID 3007855—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68525494HCID 6852549425%

Reaction Conditions

Temperature60 °C

Reaction Steps

Add dropwise isopropylzinc solution (ZnCl2 1M in Et2O (10.5 ml) and isopropylzinc 2M in THF (10.5 ml) previously mixed at 10° C. under N2 atmosphere) to a mechanically stirring suspension of 4-cyano-3-(4-iodo-phenyl)-5-methylsulfanyl-thiophene-2-carboxylic acid ethyl ester (1.5 gr, 3.5 mmol) and 1,3-bis-(diphenylphosphino)propane nickel (II) chloride (380 mg, 0.71 mmol) in dry THF (35 ml) and heat the resulting mixture 60° C. for 1 hour. Cool the reaction to room temperature and remove solvents in vacuo. Purify the solid by chromatography on silica gel (eluting with 10-80% Ethyl acetate/hexane) to provide the title compound in 25% yield: Mass spectrum (EI+): m/z 426 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642361B2
Source datasetuspto-grants-2010_01
ORD IDord-bc787d5c90d041d2be97c29e58bd23e4
Source noteuspto-grants-2010_01