[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:14])([CH3:13])[C:7](=[O:12])[N:8]2[CH3:11])=[CH:4][CH:3]=1.[Cl:15][C:16]1[N:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:17]=1[C:18](O)=[O:19].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[Cl:15][C:16]1[N:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:17]=1[C:18]([NH:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:14])([CH3:13])[C:7](=[O:12])[N:8]2[CH3:11])=[CH:4][CH:3]=1)=[O:19]A suspension of 6-amino-1,3,3-trimethylindolin-2-one (120 mg, 631 μmol), 2-chloro-6-methylnicotinic acid (108 mg, 631 μmol) and 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (480 mg, 1.26 mmol) and N,N-diisopropylethylamine (408 mg, 536 μl, 3.15 mmol) in DMF (3 ml) was stirred at room temperature for 16 hours. An aqueous solution of Na2CO3 was added. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/heptane as eluent. The title compound was obtained as white solid (167 mg).
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