Hydrochloric Acid → N-(2-methylpropyl)-N-((2R)-2-piperazinylmethyl)methanesulfonamide dihydrochloride

HRID 1972602Notes

Reaction equation

[CH3:1][CH:2]([CH3:30])[CH2:3][N:4]([CH2:9][C@H:10]1[CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12][N:11]1C(OC(C)(C)C)=O)[S:5]([CH3:8])(=[O:7])=[O:6].[ClH:31]>CCOC(C)=O>[ClH:31].[ClH:31].[CH3:1][CH:2]([CH3:30])[CH2:3][N:4]([CH2:9][C@H:10]1[CH2:15][NH:14][CH2:13][CH2:12][NH:11]1)[S:5]([CH3:8])(=[O:6])=[O:7]

Participants

Conditions

Temperature: 70 °C

Procedure

A 250-mL round-bottomed flask was charged with di-tert-butyl (2R)-2-(((2-methylpropyl)(methylsulfonyl)amino)methyl)-1,4-piperazinedicarboxylate (0.840 g, 1.87 mmol), HCl (4.0 M in 1,4-dioxane, 2.4 mL, 9.6 mmol, Sigma-Aldrich, St. Louis, Mo.) and EtOAc (20 mL). The reaction mixture was heated at 70° C. for 24 h and then was allowed to cool to room temperature. The resulting white solid was collected via filtration and washed with EtOAc to give N-(2-methylpropyl)-N-((2R)-2-piperazinylmethyl)methanesulfonamide dihydrochloride (0.633 g) as a white solid.

Workup

temperatureto cool to room temperature
filtrationThe resulting white solid was collected via filtration
washwashed with EtOAc

Sources & evidence

ORD record: ord-20c5f955cbe24006ac35f41a59ce4ad3
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431563B2

Reaction notes

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