4-(Bromomethyl)benzonitrile → cis-2-[(4-Chlorobenzenesulfonyl)-(4-cyano-benzyl)-amino]-cycloheptanecarboxylic acid amide
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@H:12]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][C@H:13]2[C:19]([NH2:21])=[O:20])(=[O:10])=[O:9])=[CH:4][CH:3]=1.Br[CH2:23][C:24]1[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][CH:25]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:23][C:24]2[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][CH:25]=2)[C@H:12]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][C@H:13]2[C:19]([NH2:21])=[O:20])(=[O:9])=[O:10])=[CH:4][CH:3]=1Komponenten
3
Versuchsvorschrift
The titled compound (6.4 mg) was prepared in 3% yield from cis-2-(4-chlorobenzenesulfonylamino)-cycloheptanecarboxylic acid amide (150 mg, 0.45 mmol) and 4-bromomethyl-benzonitrile according to the N-alkylation procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.84 (m, 3 H), 7.69 (m, 4 H), 7.50 (d, 1 H, J=8.0 Hz), 7.31 (s br, 1 H), 6.65 (s br, 1 H), 4.60 (AB2,2 H,Δv=16,Jab=96 Hz), 3.93 (m, 1 H), 2.79 (m, 1 H), 2.24 (m, 1 H), 1.72 (m, 2 H), 1.31 (m, 7 H).