Reaktion #2345

ord-bc4c5bfd0a2540ebba7d4dbbdd3411b3

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728701uspto-grants-1998_03