[NH2:1][CH2:2][C:3]([CH3:7])([CH3:6])[CH2:4][OH:5].CCN(C(C)C)C(C)C.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([NH:26][CH2:27][C:28]2[S:32][C:31]([S:33](Cl)(=[O:35])=[O:34])=[CH:30][CH:29]=2)=[O:25])=[CH:20][CH:19]=1.C(Cl)Cl>CN(C=O)C>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]([NH:26][CH2:27][C:28]2[S:32][C:31]([S:33](=[O:35])(=[O:34])[NH:1][CH2:2][C:3]([CH3:7])([CH3:6])[CH2:4][OH:5])=[CH:30][CH:29]=2)=[O:25])=[CH:22][CH:23]=1To a stirred solution of 2 equivalents of 3-Amino-2,2-dimethyl-propan-1-ol (1.0 g, 10 mmol) in DMF in the presence of 2 equivalents of DIEA (1.7 ml, 10 mMol) is added a solution of sulfonylchloride (1b) (1.75 g, 5 mMol, 1 equivalent) in DMF. The reaction mixture is stirred for 12 h at room temperature. DCM is added and any excess of amine is extracted into 0.1N HCl solution. The organic phase is washed with brine and dried over MgSO4. 4-Chloro-N-[5-(3-hydroxy-2,2-dimethyl-propylsulfamoyl)-thiophen-2-ylmethyl]-benzamide (compound of formula XII) is obtained after evaporation of the solvent. LC-MS analysis and NMR analysis showed that the compound was pure enough to carry on the next step.
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