Réaction #2345

ord-bc4c5bfd0a2540ebba7d4dbbdd3411b3

Équation de réaction

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
Rendement 74.1%
COC(=O)C(N)CCOc1ccc(N2CCN(c3ccncc3)CC2)cc1
Methyl 2-amino-4-[4-[4-(4-pyridyl) piperazin-1-yl]-phenoxy]butyrate
Rendement 74.1%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05728701uspto-grants-1998_03