[N+](C1C=C(S(CC[O:15][C:16](=[O:61])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:60])[CH2:24][O:25][C:26]2[CH:31]=[CH:30][C:29]([S:32]([N:35]3[C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=4[N:37]=[C:36]3[S:44]([CH2:46][C:47]3[C:52]([CH3:53])=[C:51]([O:54][CH2:55][C:56]([F:59])([F:58])[F:57])[CH:50]=[CH:49][N:48]=3)=[O:45])(=[O:34])=[O:33])=[CH:28][CH:27]=2)(=O)=O)C=CC=1)([O-])=O.C([O-])(O)=O.[Na+]>CC#N.O.CC(O)C>[CH3:53][C:52]1[C:47]([CH2:46][S:44]([C:36]2[N:35]([S:32]([C:29]3[CH:28]=[CH:27][C:26]([O:25][CH2:24][C:23]([NH:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:16]([OH:61])=[O:15])=[O:60])=[CH:31][CH:30]=3)(=[O:34])=[O:33])[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=3[N:37]=2)=[O:45])=[N:48][CH:49]=[CH:50][C:51]=1[O:54][CH2:55][C:56]([F:58])([F:57])[F:59]A solution of 6-[2-(4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetylamino]hexanoic acid 2-(3-nitro-benzenesulfonyl)ethyl ester (Intermediate 20, 450 mg, 0.50 mmol) and of NaHCO3 (50 mg, 0.60 mmol, 1.2 eq) in CH3CN-H2O-iPrOH (2 mL:1 mL:1 mL) was heated to 70° C. for 1.5 h. Thereafter volatile materials were removed by evaporation, the residual gummy oil was dissolved in CH2Cl2, and the mixture was filtered to remove undissolved solid. The filtrate was dried and concentrated under reduced pressure. The residual oil was purified by silica gel column to yield 150 mg of Compound 7 as a light brown foam.
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