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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071652Generated: November 2, 2026

Ammonia → HCID 22393781, compound

https://huagongshe.com/reaction/1071652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 22393623HCID 22393623—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDiethyl EtherHCID 3283—
ProductHCID 22393781HCID 223937816.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

In a nitrogen atmosphere, 1-(4-cyano-5-methyl-4-[(2,5-dibromo)-3-thienyl]hexyl)-4-[2-(3-cyanophenoxy) ethyl] piperazine (145 mg) was dissolved in a mixed solvent of dimethylformamide (10 mL)/water (0.1 mL) of zinc cyanide (57.3 mg) and 1,1′-bis(diphenylphosphino)ferrocene (13.5 mg). Palladium-dibenzylidene acetone complex (8.9 mg) was added thereto, the atmosphere of the mixture was replaced 3 times with nitrogen, and then the solution was stirred at 120° C. for 4 hours. Water, diethyl ether and an aqueous ammonia were added thereto, to separate the organic layer. The resulting organic layer was washed with water and brine, dried over anhydrous magnesium sulfate. After filtering off the drying agent, the filtrate was evaporated, and the residue was purified by LC-MS (ODS column; acetonitrile/water system), to give the title compound as a yellow oil (8 mg, 6.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06906072B1
Source datasetuspto-grants-2005_06
ORD IDord-e9c3135a0ea5408c82445d023d9453bd
Source noteuspto-grants-2005_06