Reacción #2345

ord-bc4c5bfd0a2540ebba7d4dbbdd3411b3

Ecuación de reacción

COC(=O)C(CCOc1ccc(N2CCN(c3ccncc3)CC2)cc1)NC(=O)OC(C)(C)C
compound
COC(=O)C(CCOc1ccc(N2CCN(c3ccncc3)CC2)cc1)NC(=O)OC(C)(C)C
Methyl 2-t-butoxycarbonylamino-4-[4-[4-(4-pyridyl)-piperazin-1-yl]phenoxy]butyrat
COC(=O)C(N)CCOc1ccc(N2CCN(c3ccncc3)CC2)cc1
title compound
Rendimiento 74.1%
COC(=O)C(N)CCOc1ccc(N2CCN(c3ccncc3)CC2)cc1
Methyl 2-amino-4-[4-[4-(4-pyridyl) piperazin-1-yl]-phenoxy]butyrate
Rendimiento 74.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solution was evaporated
  2. 2
    workup.DISSOLUTIONthe residue dissolved in water (15 ml)
  3. 3
    ExtracciónThe mixture was extracted three times with dichloromethane
  4. 4
    OtroEvaporation of the combined extracts

Procedimiento

The compound of Example 140 (0.96 g) in TFA (10 ml) was kept at room temperature for 2 hours. The solution was evaporated and the residue dissolved in water (15 ml) and the solution basified with sodium carbonate. The mixture was extracted three times with dichloromethane. Evaporation of the combined extracts gave the title compound (0.56 g); m.p. 125°-127° C.; NMR(d6DMSO) δ 8.2(2H,d), 6.92(6H,m), 4.0(2H,m), 3.64(3H,s), 3.46(4H,t), 3.15(4H,t), 2.04(2H,m), 1.84(1H, m); m/e 371(M+H)+. Calculated for C20H26N4 O3. 0.75 H2O: C, 62.5; H, 7.17; N, 14.6. Found: C, 62.8; H, 6.8; N, 14.3%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728701uspto-grants-1998_03