Triethylamine → HCID 90462565, compound

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([N:11]2[CH2:18][CH:17]3[CH:13]([CH2:14][NH:15][CH2:16]3)[CH2:12]2)=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8].CCN([CH2:24][CH3:25])CC.[S:26](Cl)(Cl)(=[O:28])=[O:27]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([N:11]2[CH2:12][CH:13]3[CH:17]([CH2:16][N:15]([S:26]([CH:24]=[CH2:25])(=[O:28])=[O:27])[CH2:14]3)[CH2:18]2)=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Procedure

To a solution of (3,4-dichlorophenyl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone (100 mg, 0.35 mmol) in DCM (10 mL) at 0° C., Et3N (106 mg, 1 mmol) was added followed by sulfonyl chloride (60 mg, 0.37 mmol). The resulting mixture was stirred at room temperature overnight. The mixture was partitioned between DCM and water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by Isolera One (silica gel cartridge, 10-100% ethyl acetate/hexanes) to afford the desired product (14 mg, 11%). 1H NMR (300 MHz, CDCl3) δ: 7.60 (d, J=2.0 Hz, 1H), 7.51 (d, J=8.2 Hz, 1H), 7.35 (dd, J=2.0, 8.2 Hz, 1H), 6.50 (dd, J=9.9, 16.5 Hz, 1H), 6.30 (d, J=16.6 Hz, 1H), 6.09 (d, J=9.9 Hz, 1H), 2.90-4.10 (m, 10H). ESI-MS m/z: 375.0[M+H]+.