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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383249Generated: October 30, 2026

Dimethylformamide → HCID 57814375, compound

https://huagongshe.com/reaction/2383249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 86650601HCID 86650601—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
ProductHCID 57814375HCID 57814375—

Reaction Conditions

Temperature120 °C

Reaction Steps

1.03 mmol of trifluoromethanesulphonic acid 4-(7,7-dimethyl-5,6,7,8-tetrahydroimidazo-[1,5-a]pyridin-8-yl)phenyl ester and 2.06 mmol of zinc(II) cyanide are introduced under argon in 10 ml of absolute N,N-dimethylformamide. The reaction mixture is admixed with 0.05 mmol of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium and stirred at 120° C. for 20 hours. The reaction mixture is poured into ice-water and extracted with tert-butyl methyl ether (3×). The combined organic phases are dried with magnesium sulphate and evaporated. From the residue the title compound is obtained by means of flash chromatography (SiO2 60 F) as a pale pink solid. Rf=0.17 (dichloromethane/ammonia (2M in EtOH) 97:3), Rf=5.40 (Gradient I).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263615B2
Source datasetuspto-grants-2012_09
ORD IDord-55df5159b3204f40a00bc6071a0f4c16
Source noteuspto-grants-2012_09