Реакция #1509578

ord-98bb950ddaa94c5e91b05ca29e9f45bc

Уравнение реакции

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
Выход 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
Выход 83.6%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE045323E1uspto-grants-2015_01