Reacción #690390

Ecuación de reacción

N-(3,4-dichlorophenyl)piperazine-1-carboxamide

DIPEA

3-carboxy-N-boc-proline

HATU

→

tert-butyl 3-[(4-{[(3,4-dichlorophenyl)amino]carbonyl}piperazin-1-yl)carbonyl]pyrrolidine-1-carboxylate

Rendimiento 99.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvents were then removed under reduced pressure
2. 2
   OtroThe resulting gum was then partitioned between EtOAc and water
3. 3
   Extracciónextracted
4. 4
   Lavadothe organic phase washed with saturated sodium bicarbonate solution
5. 5
   Otroevaporated to dryness
6. 6
   OtroThe resulting foam was then purified on Isco™ Companion (40 g column:EtOAc)

Procedimiento

To a stirred solution of N-(3,4-dichlorophenyl)piperazine-1-carboxamide (2.00 g, 7.30 mmol) in DMF (150 ml) was added DIPEA (3.8 ml, 21.9 mmol), 3-carboxy-N-boc-proline (Arch Corporation) (1.727 g, 8.02 mmol) and HATU (3.051 g, 8.02 mmol) and the reaction stirred at ambient temperature for overnight (convenience). The solvents were then removed under reduced pressure. The resulting gum was then partitioned between EtOAc and water, extracted, the organic phase washed with saturated sodium bicarbonate solution and evaporated to dryness. The resulting foam was then purified on Isco™ Companion (40 g column:EtOAc) to give the product tert-butyl 3-[(4-{[(3,4-dichlorophenyl)amino]carbonyl}piperazin-1-yl)carbonyl]pyrrolidine-1-carboxylate as a pale yellow foam (3.396 g, 7.20 mmol, 99%).

Fuente