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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366289Generated: November 2, 2026

4-Methyl-3-nitrobenzoic acid → HCID 16962626, compound

https://huagongshe.com/reaction/1366289

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-3-nitrobenzoic acidHCID 7319—
ReactantTriethylamineHCID 8471—
ReactantHOAtHCID 181649—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantButyl piperazine-1-carboxylateHCID 21963126—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 16962626HCID 16962626—

Reaction Steps

To a solution of 4-methyl-3-nitro-benzoic acid (300 mg, 2.76 mmol), N-butoxycarbonyl-piperazine (340 mg, 1.83 mmol) in DMF (3.0 mL), triethylamine (300 μL, 3.59 mmol), TBTU (800 mg, 2.49 mmol) and HOAt (270.5 mg, 1.99 mmol) are added and stirred at room temperature for 24 hours. The mixture is poured into water and extracted twice with ethyl acetate. The organic layer is washed with water and then brine, dried over magnesium sulfate, and evaporated in vacuo. The residue is purified with silica gel column chromatography (n-hexane:ethyl acetate=5:1) to afford 4-(4-methyl-3-nitrobenzoyl)-piperazine-1-carboxylic acid tert-butyl ester as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893074B2
Source datasetuspto-grants-2011_02
ORD IDord-2a4028dd77eb44d7a2880cdfecd8a88a
Source noteuspto-grants-2011_02