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

HRID 2217169Notes

Reaction equation

HRID 2217169 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-8334bc6081644c03a0088fea736d3bad
Source dataset
uspto-grants-2008_08
Patent number
US07407960B2

Reaction notes

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