Reacción #657271

ord-88bdae61eb98419aa9d5aff4c9fe1234

Ecuación de reacción

CC1CCCC(C)N1CC(=O)O.Cl
(2,6-Dimethyl-piperidin-1-yl)-acetic acid hydrochloride
CC1CCCC(C)N1CC(=O)O.Cl
(2,6-Dimethyl-piperidine-1-yl)-acetic acid hydrochloride
O=C1CCC(=O)N1O
N-hydroxysuccinimide
CC1CCCC(C)N1CC(=O)ON1C(=O)CCC1=O
(2,6-Dimethyl-piperidine-1-yl)-acetic acid-(2,5-dioxo-pyrrolidine-1-yl)-ester

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe residue was filtered
  2. 2
    Otrothe filtrate was evaporated in vacuo to dryness
  3. 3
    workup.DISSOLUTIONAfter dissolving the residue in 300 ml CH2Cl2
  4. 4
    Lavadothe solution was washed with NaHCO3
  5. 5
    Secadodried over sodium sulphate
  6. 6
    Otrothe solvent was evaporated
  7. 7
    OtroThe compound was then recrystallised from diisopropylether (activated charcoal)

Procedimiento

12.60 g (60 mMol) (2,6-Dimethyl-piperidin-1-yl)-acetic acid hydrochloride (5), in 100 ml DMF, was added to 7.02 g (60 mMol) N-hydroxysuccinimide and 12.58 g (60 mMol) N,N-dicyclohexylcarbodiimide. The reaction mixture was stirred for 16 h at RT. The residue was filtered and the filtrate was evaporated in vacuo to dryness. After dissolving the residue in 300 ml CH2Cl2, the solution was washed with NaHCO3, dried over sodium sulphate and the solvent was evaporated. The compound was then recrystallised from diisopropylether (activated charcoal).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09023656B2uspto-grants-2015_05