Triethylamine → (S)-1-Boc-3-methylpiperazine

HRID 1245356Notes

Reaction equation

HRID 1245356 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][C:11](=O)[N:10](C)[CH:9]1[C:15]([CH3:18])(C)C)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[C@H]1CNCCN1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:18][C@@H:15]1[NH:10][CH2:11][CH2:12][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:9]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 546472(R)-1-Boc-2-tert-butyl-3-methyl-4-imidazolidinoneHCID 27342192-Methylpiperazine, (S)-

Product 1

HCID 7023035(S)-1-Boc-3-methylpiperazine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 1-(tert-butoxycarbonyl)-2-tert-butyl-3-methyl-4-imidazolidinone (2 g, 8,3 mmol) (BOC-ON) in chloroform (15 ml) was added (2S)-2-methylpiperazine (5 g, 50 mmol), a compound of formula (6), and triethylamine (1.25 g, 12.5 mmol) in chloroform. The mixture was stirred for about 15 hours at room temperature, and then washed with water, the solvent removed from the organic layer under reduced pressure, and the residue purified using column chromatography, to give tert-butyl (3S)-3-methylpiperazinecarboxylate, a compound of formula (7).

Workup

  1. washwashed with water
  2. customthe solvent removed from the organic layer under reduced pressure
  3. customthe residue purified

Sources & evidence

ORD record
ord-78406fa2b2bf40b592a8bd1e26a9c340
Source dataset
uspto-grants-2006_10
Patent number
US07125876B2

Reaction notes

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