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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334076Generated: October 29, 2026

Diisopropylethylamine → 2-Methyl-4-(1-m-tolyl-1H-[1,2,4]triazole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/334076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactanttert-Butyl 2-methylpiperazine-1-carboxylateHCID 15087784—
Reactant1-(m-Tolyl)-1H-1,2,4-triazole-3-carboxylic acidHCID 71302090—
SolventDichloromethaneHCID 6344—
Product2-Methyl-4-(1-m-tolyl-1H-[1,2,4]triazole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 86688298—

Reaction Steps

2.00 g (9.84 mmol) 1-m-tolyl-1H-[1,2,4]-triazole-3-carboxylic acid was stirred with 3.30 g (10.3 mmol) TBTU and 2.50 mL (14.6 mmol) DIPEA in 30 mL DCM at RT. After 10 min, 2.05 g (9.84 mmol) 2-methyl-piperazine-1-carboxylic acid tert-butyl ester was added and the reaction mixture was stirred at RT for 12 h. The solvent was removed by distillation. The residue was taken up in water and extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883789B2
Source datasetuspto-grants-2014_11
ORD IDord-06ba802c7e5647bfa4f310cb086af794
Source noteuspto-grants-2014_11