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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927557Generated: November 2, 2026

Piperazine → (2S,4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-2-(piperazin-1-ylcarbonyl)pyrrolidine

https://huagongshe.com/reaction/1927557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant(4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-L-prolineHCID 67357391—
SolventDimethylformamideHCID 6228—
Product(2S,4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-2-(piperazin-1-ylcarbonyl)pyrrolidineHCID 6735760093%

Reaction Steps

(4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-L-proline (0.92 g, 2.41 mmol) obtained in Step C of Example 1, was dissolved in DMF (10 mL) and DIPEA (1.05 mL, 6.01 mmol) was added thereto. Piperazine (0.25 g, 2.89 mmol) and HBTU (0.91 g, 2.41 mmol) were also added thereto in order. After the reaction solution was stirred at room temperature for 2 hours, the solution was concentrated in vacuo. The residue was diluted with EtOAc and washed with saturated NaHCO3 aqueous solution. The extracted organic solution was dried over MgSO4, concentrated in vacuo. The residue was purified by column chromatography (eluent: MC/MeOH=10/1) to give the title compound (1.01 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183243B2
Source datasetuspto-grants-2012_05
ORD IDord-c7fc259c2d634e7f95a32c69be3c887b
Source noteuspto-grants-2012_05