Acetic Anhydride → HCID 58786608, compound

HRID 1376043Notes

Reaction equation

HRID 1376043 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[CH2:15][NH2:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:24][C:25](OC(C)=O)=[O:26]>N1C=CC=CC=1.CCOC(C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[CH2:15][NH:16][C:25](=[O:26])[CH3:24])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 58780687HCID 58780687, compound

Product 1

HCID 58786608HCID 58786608, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

To 4-[2-Amino-1-(2-chloro-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (201) (0.75 g, 2.21 mmol) in pyridine (5 mL) was added Ac2O (5 mL). The reaction was allowed to stir at 60° C. for 1 h and then allowed to cool to room temperature. The reaction mixture was diluted with EtOAc (100 mL) and washed with sat. NaHCO3 (100 mL)), H2O (100 mL) and brine (100 mL). The organic phase was concentrated to dryness yielding 0.85 g (99%) product.

Workup

  1. temperatureto cool to room temperature
  2. washwashed with sat. NaHCO3 (100 mL)), H2O (100 mL) and brine (100 mL)
  3. concentrationThe organic phase was concentrated to dryness

Sources & evidence

ORD record
ord-758db4fa3dae48db97c4a5b473fc0995
Source dataset
uspto-grants-2007_01
Patent number
US07169777B2

Reaction notes

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