Réaction #85072

ord-6f7007f03218421ea43662d9574c0bf1

Équation de réaction

COc1cn(C(CCF)C(=O)O)c(=O)cc1-c1cc(Cl)ccc1C#N
2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-4-fluorobutanoic acid
CC(C)(C)OC(=O)c1ccc(N)cc1
tert-butyl 4-aminobenzoate
CC(C)N=C=NC(C)C
DIC
→
COc1cn(C(CCF)C(=O)Nc2ccc(C(=O)OC(C)(C)C)cc2)c(=O)cc1-c1cc(Cl)ccc1C#N
title compound
COc1cn(C(CCF)C(=O)Nc2ccc(C(=O)OC(C)(C)C)cc2)c(=O)cc1-c1cc(Cl)ccc1C#N
tert-Butyl 4-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-4-fluorobutanoyl}amino)benzoate

Réactifs

COc1cn(C(CCF)C(=O)O)c(=O)cc1-c1cc(Cl)ccc1C#N
2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-4-fluorobutanoic acid
CC(C)(C)OC(=O)c1ccc(N)cc1
tert-butyl 4-aminobenzoate
CC(C)N=C=NC(C)C
DIC

Réactifs

Aucun

Solvants

CN(C)C=O
dimethylformamide

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationFiltration

Mode opératoire

100 mg (274 μmol) of 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-4-fluorobutanoic acid (racemate), 53.0 mg (274 μmol) of tert-butyl 4-aminobenzoate, 39.0 mg (274 μmol) of Oxima and 43.0 μl (274 μmol) of DIC in 5 ml of dimethylformamide were reacted according to General Method 5B. Filtration gave the title compound. Yield: 117 mg (78% of theory)

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09434690B2uspto-grants-2016_09