Reaktion #7138

ord-58448d7f5a0d42338e8645028949ddee

Reaktionsgleichung

NC(=O)[C@@H]1CCCC[C@H]1NS(=O)(=O)c1ccc(Cl)cc1
trans-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 45.0%
NC(=O)[C@@H]1CCCC[C@H]1N(Cc1ccc(C(F)(F)F)cc1)S(=O)(=O)c1ccc(Cl)cc1
trans-2-[(4- Chlorobenzenesulfonyl)-(4-trifluoromethyl-benzyl)-amino]-cyclohexanecarboxylic acid amide
Ausbeute 45.0%

Edukte

NC(=O)[C@@H]1CCCC[C@H]1NS(=O)(=O)c1ccc(Cl)cc1
trans-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 (34 mg) was prepared in 45% yield from trans-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide and 1-bromomethyl-4-trifluoromethyl-benzene according to the N-alkylation procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.77 (d, 2 H, J=8.0 Hz), 7.65 (d, 2 H, J=8.0 Hz), 7.57 (m, 3 H), 7.45 (d, 2 H, J=12.0 Hz), 7.35 (s, 1 H), 6.80 (s, 1H), 4.44 (AB2,2 H,ΔV=16,Jab=84 Hz), 4.01 (m, 1 H), 1.39 (m, 8 H); MS m/e 475.04 (M+H)+.

Quelle

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