Reaktion #339890

ord-25b3735ca41246568ef6f512e55650af

Reaktionsgleichung

Cc1nc(N)sc1-c1cnc(Cl)c(NS(=O)(=O)c2ccccc2)c1
N-[5-(2-amino-4-methyl-1,3-thiazol-5-yl)-2-chloropyridin-3-yl]benzenesulfonamide
O=C(Cl)COCc1ccccc1
2-benzyloxyacetyl chloride
Cc1nc(NC(=O)COCc2ccccc2)sc1-c1cnc(Cl)c(NS(=O)(=O)c2ccccc2)c1
title product
Cc1nc(NC(=O)COCc2ccccc2)sc1-c1cnc(Cl)c(NS(=O)(=O)c2ccccc2)c1
N-[5-(5-Benzenesulfonylamino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]-2-benzyloxyacetamide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction product was purified by preparative HPLC (Method A)

Vorschrift

Using an analogous method to that described in Example 51, N-[5-(2-amino-4-methyl-1,3-thiazol-5-yl)-2-chloropyridin-3-yl]benzenesulfonamide was reacted with 2-benzyloxyacetyl chloride. The reaction product was purified by preparative HPLC (Method A) to give the title product (retention time 9.6 minutes); 1H NMR Spectrum: (DMSOd6+D2O) 8.56 (1H, d); 8.09 (1H, d); 8.03 (2H, br d); 7.83 (1H, t); 7.70 (2H, t); 7.31-7.26 (3H); 7.26-7.24 (2H); 4.41 (2H, AB system); 4.12 (1H, d); 3.86 (1H, d); 2.24 (3H, s); Mass Spectrum: M+H+ 529.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07868188B2uspto-grants-2011_01