(2S)-N,N-dibenzyl-2-methoxy-3-(4-methylpiperazin-1-yl)propan-1-amine → (2S)-2-methoxy-3-(4-methylpiperazin-1-yl)propan-1-amine

HRID 2364748Notes

Reaction equation

HRID 2364748 reaction equation
C([N:8](CC1C=CC=CC=1)[CH2:9][C@H:10]([O:19][CH3:20])[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH3:20][O:19][C@H:10]([CH2:11][N:12]1[CH2:13][CH2:14][N:15]([CH3:18])[CH2:16][CH2:17]1)[CH2:9][NH2:8]

Participants

5

Reactant 2

HCID 68107005(2S)-N,N-dibenzyl-2-methoxy-3-(4-methylpiperazin-1-yl)propan-1-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 68107783(2S)-2-methoxy-3-(4-methylpiperazin-1-yl)propan-1-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(2S)—N,N-Dibenzyl-2-methoxy-3-(4-methylpiperazin-1-yl)propan-1-amine 38a (500 mg, 1.36 mmol) was dissolved in 20 mL of methanol followed by the addition of palladium/carbon (100 mg, 10%), filled with hydrogen for three times. The reaction mixture was stirred at room temperature for 12 hours and filtered. The filtrate was concentrated under reduced pressure to obtain the crude title compound (2S)-2-methoxy-3-(4-methylpiperazin-1-yl)propan-1-amine 38b (250 mg, as a yellow oil liquid), which was used in the next step without further furification.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f3d535d395404237adc83a6fa40fcdc9
Source dataset
uspto-grants-2014_04
Patent number
US08691822B2

Reaction notes

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