Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633539Generated: October 28, 2026

Dimethylformamide → HCID 18507156, compound

https://huagongshe.com/reaction/1633539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 53786679HCID 53786679—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
SolventDiethyl EtherHCID 3283—
ProductHCID 18507156HCID 18507156—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of trifluoro-methanesulfonic acid 3-[1-benzyl-3-(4-diethylcarbamoyl-phenyl)-piperidin-3-yl]-phenyl ester (0.40 g, 0.69 mmol) in DMF (8 mL) was added zinc cyanide (0.057 g, 0.49 mmol) and tetrakis triphenylphosphine palladium (0.16 g, 0.14 mmol). The reaction was stirred under a nitrogen atmosphere at 90° C. for 5 hours. The mixture was cooled to room temperatures and it was diluted with diethyl ether (30 mL). The organic layer was washed with brine (5×10 mL), dried (MgSO4) and concentrated. Purification with hexanes/EtOAc (1:1) afforded 0.28 g of 4-[1-benzyl-3-(3-cyano-phenyl)-piperidin-3-yl]-N,N-diethyl-benzamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503905B1
Source datasetuspto-grants-2003_01
ORD IDord-113873f121dc4c878f688e5383540cdc
Source noteuspto-grants-2003_01