Reaktion #1509578

ord-98bb950ddaa94c5e91b05ca29e9f45bc

Reaktionsgleichung

COC(=O)c1cc(NC(=O)C2CCC(=O)N2C2CCN(Cc3ccc(Cl)c(C)c3)CC2)cc(-c2nnnn2C)c1
3-({1-[1-(4-Chloro-3-methyl-benzyl)-piperidin-4-yl]-5-oxo-pyrrolidine-2-carbonyl}-amino)-5-(1-methyl-1H-tetrazol-5-yl)-benzoic acid methyl ester
[Na+].[OH-]
NaOH
Cc1cc(CN2CCC(N3C(=O)CCC3C(=O)Nc3cc(C(=O)O)cc(-c4nnnn4C)c3)CC2)ccc1Cl
title compound
Ausbeute 83.6%
Cc1cc(CN2CCC(N3C(=O)CCC3C(=O)Nc3cc(C(=O)O)cc(-c4nnnn4C)c3)CC2)ccc1Cl
3-({1-[1-(4-Chloro-3-methyl-benzyl)-piperidin-4-yl]-5-oxo-pyrrolidine-2-carbonyl}-amino)-5-(1-methyl-1H-tetrazol-5-yl)-benzoic acid
Ausbeute 83.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe organic and aqueous layers were separated
  2. 2
    Einengenthe organic layer concentrated in vacuum
  3. 3
    SonstigeThe residue was triturated in toluene

Vorschrift

To a solution of 3-({1-[1-(4-Chloro-3-methyl-benzyl)-piperidin-4-yl]-5-oxo-pyrrolidine-2-carbonyl}-amino)-5-(1-methyl-1H-tetrazol-5-yl)-benzoic acid methyl ester (270 mg) in MeOH (10 ml) at room temperature was added 4M NaOH (aq) (10 ml) and the reaction stirred overnight. The organic and aqueous layers were separated and the organic layer concentrated in vacuum. The residue was triturated in toluene and diethyl ether successively leaving the title compound (220 mg). Rt=0.96 min (method E).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045323E1uspto-grants-2015_01