تفاعل #1509578

ord-98bb950ddaa94c5e91b05ca29e9f45bc

معادلة التفاعل

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
المردود 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
المردود 83.6%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045323E1uspto-grants-2015_01