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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792590Generated: November 4, 2026

Dimethylacetamide → HCID 22031942, compound

https://huagongshe.com/reaction/1792590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
ReactantHCID 22031593HCID 22031593—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
CatalystCyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl(diphenyl)phosphane;iron(2+)HCID 15826098—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 22031942HCID 22031942—

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution of 213 mg 2-{8-chloro-6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}-1,3-thiazole obtained in Example 404 in 2 mL N,N-dimethylacetamide, together with 24 mg zinc cyanide, 6 mg zinc powder, 12 mg tris(dibenzylidene acetone)dipalladium (0) and 15 mg diphenylphosphinoferrocene, was heated at 150° C. for 5 hours, and the reagents were added in the same amounts as described above, and the mixture was heated at 150° C. for 10 hours. The reaction solution was diluted with water and ethyl acetate and filtered through Celite, and the organic layer was washed with brine. The solution was dried over anhydrous sodium sulfate, the solvent was removed, and the resulting crude product was purified by silica gel column chromatography (ethyl acetate/hexane) and then recrystallized to give 68 mg of the title compound (yellow solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-867b0a31188c4f479c781a6d85d46632
Source noteuspto-grants-2006_07