Reaktion #7133

ord-4b2ead5687a14a758587e33ca9a9ec93

Reaktionsgleichung

NC(=O)[C@@H]1CCCC[C@@H]1NS(=O)(=O)c1ccc(Cl)cc1
cis-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide
FC(F)(F)c1ccc(CBr)cc1
1-bromomethyl-4-trifluoromethyl-benzene
→
NC(=O)[C@@H]1CCCC[C@@H]1N(Cc1ccc(C(F)(F)F)cc1)S(=O)(=O)c1ccc(Cl)cc1
titled compound
Ausbeute 52.0%
NC(=O)[C@@H]1CCCC[C@@H]1N(Cc1ccc(C(F)(F)F)cc1)S(=O)(=O)c1ccc(Cl)cc1
cis-2-[(4-Chlorobenzenesulfonyl)-(4-trifluoromethyl-benzyl)-amino]-cyclohexanecarboxylic acid amide
Ausbeute 52.0%

Edukte

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

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The titled compound (155 mg) was prepared in 52% yield from cis-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide and 1-bromomethyl-4-trifluoromethyl-benzene according to the procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.80 (d, 2 H, J=8.6 Hz), 7.61 (m, 4 H), 7.49 (d, 2 H,J=8.0 Hz), 7.32 (s, 1 H), 6.66 (s, 1 H), 4.65 (AB2, 2 H, Δv=17, Jab=64 Hz), 3.88 (m, 1 H), 2.80 (s, 1 H), 2.44 (m, 1 H), 1.79 (m, 1 H), 1.65 (m, 2 H), 1.30 (m, 3 H), 0.92 (m, 1 H); MS m/e 475.01 (M+H)+.

Quelle

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