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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267155Generated: October 30, 2026

Methyl Nicotinate → HCID 11992997, compound

https://huagongshe.com/reaction/2267155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl NicotinateHCID 7151—
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl 4-(N-hydroxyamidino)-piperazine-1-carboxylateHCID 178452346—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 11992997HCID 119929979.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

tert-Butyl 4-(N-hydroxyamidino)-piperazine-1-carboxylate (320 mg) prepared in Example 36 was dissolved in 3 ml of tetrahydrofuran, 36 mg of sodium hydride was added thereto, the mixture was stirred at 60° C. for 15 minutes, a solution of 360 mg of methyl nicotinate in 2 ml of tetrahydrofuran was added thereto and the mixture was heated to reflux for 1 hour. The reaction solution was diluted with ethyl acetate, washed with water and a saturated saline solution and dried over sodium sulfate. The residue prepared by evaporation of the solvent was purified by a preparative thin-layer silica gel chromatography (hexane:ethyl acetate=1:1) to give 39.7 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858800B2
Source datasetuspto-grants-2010_12
ORD IDord-19d3ae553aa14252ac399710783c2270
Source noteuspto-grants-2010_12