تفاعل #7146

ord-63c4080b79dd478793eef49f45dbf3a0

معادلة التفاعل

NC(=O)[C@@H]1CCC[C@@H]1NS(=O)(=O)c1ccc(Cl)cc1
cis-2-(4-Chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide
N#Cc1ccc(CBr)cc1
4-bromomethyl-benzonitrile
→
N#Cc1ccc(CN([C@H]2CCC[C@H]2C(N)=O)S(=O)(=O)c2ccc(Cl)cc2)cc1
titled compound
المردود 20.0%
N#Cc1ccc(CN([C@H]2CCC[C@H]2C(N)=O)S(=O)(=O)c2ccc(Cl)cc2)cc1
cis-2-[(4-Chlorobenzenesulfonyl)-(4-cyano-benzyl)-amino]-cyclopentanecarboxylic acid amide
المردود 20.0%

المتفاعلات

NC(=O)[C@@H]1CCC[C@@H]1NS(=O)(=O)c1ccc(Cl)cc1
cis-2-(4-Chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide
N#Cc1ccc(CBr)cc1
4-bromomethyl-benzonitrile

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

The titled compound (68 mg) was prepared in 20% yield from cis-2-(4-Chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide (250 mg, 0.83 mmol) and 4-bromomethyl-benzonitrile according to the N-alkylation procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.70 (d, 2 H, J=8.0 Hz), 7.71 (d, 2 H, J=12.0 Hz), 7.60 (d, 2 H, J=8.0 Hz), 7.42 (d, 2 H, J=8.0 Hz), 7.07 (s br, 1 H), 6.73 (s br, 1 H), 4.65 (AB2,2 H,ΔV=20,Jab=24 Hz), 4.33 (m, 1 H), 2.84 (m, 1 H), 1.72 (m, 4 H), 1.47 (m, 2 H); MS m/e 418.00 (M+H)+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084178B2uspto-grants-2006_08