Trifluoroacetic acid → 2-(4-Methylpiperazin-1-yl)acetic acid dihydrochloride
Reaction equation
C([O:5][C:6](=[O:15])[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O.[ClH:23].O1CCOCC1>>[ClH:23].[ClH:23].[CH3:14][N:11]1[CH2:10][CH2:9][N:8]([CH2:7][C:6]([OH:15])=[O:5])[CH2:13][CH2:12]1Participants
Procedure
tert-Butyl(4-methylpiperazin-1-yl)acetate (3.50 g, 16.3 mmol) was suspended in 4N hydrogen chloride/1,4-dioxane (35 mL) solution, trifluoroacetic acid (60 mL) was added to give a solution, and the solution was stirred at room temperature for 4 hr. The reaction mixture was concentrated under reduced pressure, 4N hydrogen chloride/ethyl acetate (30 mL) was added to the obtained oily residue to give a suspension, and the suspension was stirred at room temperature for 2 hr. The obtained precipitate was collected by filtration, washed with ethyl acetate and diisopropyl ether on filter paper, and dried to give the title compound (3.33 g, 88%) as a colorless powder. The compound was used for the next reaction without further purification operation.
Workup
- additionwas added
- customto give a solution
- concentrationThe reaction mixture was concentrated under reduced pressure, 4N hydrogen chloride/ethyl acetate (30 mL)
- additionwas added to the obtained oily residue
- customto give a suspension
- stirringthe suspension was stirred at room temperature for 2 hr
- filtrationThe obtained precipitate was collected by filtration
- washwashed with ethyl acetate and diisopropyl ether
- filtrationon filter paper
- customdried
Sources & evidence
- ORD record
- ord-c73d1d5999af4b3ab1ab730e67563879
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08344135B2
Reaction notes
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