1-Piperazinecarboxylic acid, ethyl ester → HCID 2986625, compound

HRID 1396707Notes

Reaction equation

HRID 1396707 reaction equation
[N:1]1([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:12]1([CH3:21])[CH:17]=[CH:16][CH:15]=[C:14]([N:18]=[C:19]=[O:20])[CH:13]=1>ClCCl>[C:12]1([CH3:21])[CH:17]=[CH:16][CH:15]=[C:14]([NH:18][C:19]([N:4]2[CH2:5][CH2:6][N:1]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:2][CH2:3]2)=[O:20])[CH:13]=1

Participants

4

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 69303m-Tolyl isocyanate

Product 1

HCID 2986625HCID 2986625, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of ethyl piperazine-1-carboxylate (1.0 g, 6.32 mmol) in dichloromethane (30 ml) was added m-tolylisocyanate (0.90 mg, 6.95 mmol). The reaction mixture was stirred at room temperature for 2 hours. The mixture was diluted with dichloromethane and washed with water, brine and dried over Na2SO4. After removing the solvents, the residue was purified by chromatography on silica gel (CH2Cl2/MeOH 50:1) to yield the title compound as a white solid (1.6 g, 87%).

Workup

  1. washwashed with water, brine
  2. dry with materialdried over Na2SO4
  3. customAfter removing the solvents
  4. customthe residue was purified by chromatography on silica gel (CH2Cl2/MeOH 50:1)

Sources & evidence

ORD record
ord-004b2aea2c1b42ad82c866591ffab2c0
Source dataset
uspto-grants-2014_12
Patent number
US08901132B2

Reaction notes

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