Reaktion #2017041

ord-ca3015aa96bf4fea8b2dba0bfe061583

Reaktionsgleichung

N[C@@H]1CCCC[C@H]1O
(1R,2R)-2-amino-cyclohexanol
O=C(O)c1cnc(Cl)c(Br)c1
5-bromo-6-chloro-3-pyridinecarboxylic acid
OCC1CCO1
rac-2-hydroxymethyloxetane
OB(O)c1ccc(Cl)cc1
4-chlorophenyl-boronic acid
→
O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OCC2CCO2)c(-c2ccc(Cl)cc2)c1
title compound
O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OCC2CCO2)c(-c2ccc(Cl)cc2)c1
5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(oxetan-2-ylmethoxy)-nicotinamide

Edukte

N[C@@H]1CCCC[C@H]1O
(1R,2R)-2-amino-cyclohexanol
O=C(O)c1cnc(Cl)c(Br)c1
5-bromo-6-chloro-3-pyridinecarboxylic acid
OCC1CCO1
rac-2-hydroxymethyloxetane
OB(O)c1ccc(Cl)cc1
4-chlorophenyl-boronic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigedescribed for the preparation of Example 31

Vorschrift

The title compound was synthesized in analogy to the procedure described for the preparation of Example 31, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, rac-2-hydroxymethyloxetane (commercially available), 4-chlorophenyl-boronic acid (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 417.2 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08188093B2uspto-grants-2012_05