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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189135Generated: October 30, 2026

Dimethylformamide → HCID 25027771, compound

https://huagongshe.com/reaction/2189135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 68614230HCID 68614230—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
ProductHCID 25027771HCID 25027771—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a degassed solution of 31.2 mmol of 5-bromo-5′,6′-dihydro-3H-spiro[2-benzofuran-1,7′-pyrrolo[1,2-c]imidazole]] in 90 ml of N,N-dimethylformamide are added 62.4 mmol of zinc(II) cyanide and 1.25 mmol of [1,1′-bis(diphenylphosphino)ferrocene]-dichloro palladium. The mixture is heated at 120° C. for 16 h. The mixture is poured into ice water and extracted with ethyl acetate. The combined organics are dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue is purified by flash chromatography (SiO2 60 F) followed by crystallization from diethyl ether to afford the title compound as a beige solid. Rf=0.33 (dichloromethane-2M ammonia in ethanol 95:5); Rt=4.62 (gradient II).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324235B2
Source datasetuspto-grants-2012_12
ORD IDord-4f1a941ad8704d0a80da6dfcb50b556d
Source noteuspto-grants-2012_12