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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736207Generated: October 25, 2026

Diisopropylethylamine → Rac-4-(2-iodo-5-methanesulfonyl-benzoyl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/736207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactanttert-Butyl 3-methylpiperazine-1-carboxylateHCID 2756810—
Reactant2-Iodo-5-methanesulfonyl-benzoic acidHCID 57445281—
SolventDimethylformamideHCID 6228—
ProductRac-4-(2-iodo-5-methanesulfonyl-benzoyl)-3-methyl-piperazine-1-carboxylic acid tert-butyl esterHCID 5979373547.1%

Reaction Steps

To a solution of rac-3-Methyl-piperazine-1-carboxylic acid tert-butyl ester (350 mg, 1.75 mmol) in dimethylformamide (3 ml) were added 2-Iodo-5-methanesulfonyl-benzoic acid (540 mg, 1.67 mmol), N-ethyldiisopropylamine (1.8 ml, 10.5 mmol), and TBTU (630 mg, 1.92 mmol). The reaction mixture was then allowed to stir at room temperature for 16 hours. The reaction mixture was then concentrated in vacuo and the residue was purified by column chromatography (SiO2, 20 g, Heptane/EtOAc 0-100%) to give the title compound (400 mg, 45%). MS (m/e): 526.2 (M+NH4+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595314B2
Source datasetuspto-grants-2009_09
ORD IDord-593cd3b5a86f4b2ba08d56aba8b497ad
Source noteuspto-grants-2009_09