Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382648Generated: November 2, 2026

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

https://huagongshe.com/reaction/2382648

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 numberUS08263590B2
Source datasetuspto-grants-2012_09
ORD IDord-5d81f201f5c2480d8898ea3739d79129
Source noteuspto-grants-2012_09