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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646951Generated: October 27, 2026

Ethanol → 2-(3-Fluoro-piperidin-1-yl)-4-(4-methyl-piperazin-1-yl)-phenylamine

https://huagongshe.com/reaction/646951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
Reactant1-[3-(3-Fluoro-piperidin-1-yl)-4-nitro-phenyl]4-methyl-piperazineHCID 58638537—
CatalystAcetic AcidHCID 176—
CatalystIronHCID 23925—
SolventEthyl AcetateHCID 8857—
Product2-(3-Fluoro-piperidin-1-yl)-4-(4-methyl-piperazin-1-yl)-phenylamineHCID 5863854484%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 1-[3-(3-fluoro-piperidin-1-yl)-4-nitro-phenyl]4-methyl-piperazine (as prepared in the previous step, 60 mg, 0.19 mmol) in 2:1 EtOH:water (6 mL), was treated with glacial AcOH (1 drop) and iron powder (10 mg, 0.93 mmol). The mixture was heated to 80° C. for 30 min. The reaction cooled to room temperature, diluted with EtOAc and washed with saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo to afford the title compound (46 mg, 84%), which was used directly in the next reaction. LC-MS (ESI, m/z): Calcd. for C16H25FN4 293.2 (M+H), found 293.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705042B2
Source datasetuspto-grants-2010_04
ORD IDord-62bbcfd1fb90486297a54018465ed8b9
Source noteuspto-grants-2010_04