Reaktion #7134

ord-7d9b6a42ebc047d0a4e928f40c44ea67

Reaktionsgleichung

NC(=O)[C@@H]1CCCC[C@@H]1NS(=O)(=O)c1ccc(Cl)cc1
cis-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide
Fc1ccc(CBr)cc1
1-bromomethyl-4-fluoro-benzene
→
NC(=O)[C@@H]1CCCC[C@@H]1N(Cc1ccc(F)cc1)S(=O)(=O)c1ccc(Cl)cc1
titled compound
Ausbeute 67.0%
NC(=O)[C@@H]1CCCC[C@@H]1N(Cc1ccc(F)cc1)S(=O)(=O)c1ccc(Cl)cc1
cis-2-[(4-Chlorobenzenesulfonyl)-(4-fluoro-benzyl)-amino]-cyclohexanecarboxylic acid amide
Ausbeute 67.0%

Edukte

NC(=O)[C@@H]1CCCC[C@@H]1NS(=O)(=O)c1ccc(Cl)cc1
cis-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide
Fc1ccc(CBr)cc1
1-bromomethyl-4-fluoro-benzene

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The titled compound (178 mg) was prepared in 67% yield from cis-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide and 1-bromomethyl-4-fluoro-benzene according to the procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.74 (d, 2 H, J=8.0 Hz), 7.60 (d, 2 H, J=8.0 Hz), 7.28 (m, 3 H), 7.05 (m, 2 H), 6.67 (s, 1 H), 4.54 (AB2,2 H,Δv=17,Jab=57 Hz), 3.87 (m, 1 H), 2.76 (m, 1 H), 2.45 (m, 1 H), 1.47 (m, 6 H), 0.97 (m, 1 H); MS m/e 425.02 (M+H)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07084178B2uspto-grants-2006_08