Reacción #1939

Ecuación de reacción

hydrochloric ether

BOP

compound

4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methylamino)ethoxy]ethyl]piperidine dihydrochloride

phenylacetic acid

→

hydrochloride

4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzylcarbonylamino)ethoxy]ethyl]piperidine hydrochloride hemihydrate

Disolventes

DCM

triethylamine

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe resulting mixture is concentrated under vacuum
2. 2
   Lavadowashed with water, with 1N NaOH solution and with saturated NaCl solution
3. 3
   Secadodried over MgSO4
4. 4
   Concentraciónconcentrated under vacuum
5. 5
   OtroThe residue is chromatographed on silica gel H
6. 6
   OtroThe product obtained
7. 7
   Concentraciónconcentrated under vacuum

Procedimiento

0.46 ml of triethylamine and then 0.5 g of BOP are added to a mixture of 0.5 g of the compound obtained in EXAMPLE 11, step B), 0.127 g of phenylacetic acid and 10 ml of DCM. The resulting mixture is concentrated under vacuum and the residue is taken up with AcOEt, washed with water, with 1N NaOH solution and with saturated NaCl solution, dried over MgSO4 and concentrated under vacuum. The residue is chromatographed on silica gel H using DCM and then a DCM/MeOH mixture (94/6; v/v) as the eluent. The product obtained is taken up with DCM, acidified to pH 1 by the addition of hydrochloric ether and concentrated under vacuum to give 0.42 g of the expected hydrochloride after crystallization from iso ether. M.p.=125° C.

Fuente