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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646945Generated: October 29, 2026

Ethanol → 1-[4-(3'-Amino-4-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-piperazin-1-yl]-2-morpholin-4-yl-ethanone

https://huagongshe.com/reaction/646945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium BicarbonateHCID 516892—
Reactant1-[4-(4-Methyl-3'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-piperazin-1-yl]-2-morpholin-4-yl-ethanoneHCID 58638512—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product1-[4-(3'-Amino-4-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-piperazin-1-yl]-2-morpholin-4-yl-ethanoneHCID 58638520100%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 1-[4-(4-methyl-3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-6′-yl)-piperazin-1-yl]-2-morpholin-4-yl-ethanone (as prepared in the previous step, 0.16 g, 0.37 mmol) in 2:1 EtOH:water (3 mL) was treated with NH4Cl (0.20 g, 3.7 mmol) and iron powder (0.10 g, 1.8 mmol). The reaction was heated to 100° C. for 50 min then cooled to room temperature. The mixture was neutralized with saturated aqueous NaHCO3 and extracted with CH2Cl2. The combined organic layers were dried over MgSO4 and concentrated in vacuo to afford the title compound (0.14 g, 100%), which was immediately used in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705042B2
Source datasetuspto-grants-2010_04
ORD IDord-d55045b55faa4303917640baa9f4ff1e
Source noteuspto-grants-2010_04