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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026310Generated: October 28, 2026

Dimethylacetamide → HCID 67777609, compound

https://huagongshe.com/reaction/1026310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
ReactantHCID 67778665HCID 67778665—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 67777609HCID 67777609—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of N-[(1S)-2-{4-[7-bromo-6-(cyclopropylmethoxy)-2H-indazol-2-yl]phenoxy}-1-methylethyl]acetamide (150 mg), tris(dibenzylideneacetone)dipalladium(0) (45 mg), 1,1′-bis(diphenylphosphino)ferrocene (54.4 mg), zinc cyanide (57.7 mg), zinc powder (10.7 mg) and N,N-dimethylacetamide (3 mL) was stirred at 120° C. for 1.5 hr under an argon atmosphere. The reaction mixture was filtered through silica gel, and the filtrate was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with ethyl acetate. The combined organic layer was washed three times with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as colorless crystals (54.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-640264467cb24e03803387dfb383a40d
Source noteuspto-grants-2014_05