[Cl-].[Br:2][C:3]1[CH:4]=[C:5]2[N:11]=[C:10]([CH2:12][P+](CCCC)(CCCC)CCCC)[NH:9][C:6]2=[N:7][CH:8]=1.[H-].[Na+].[CH:28]([C:30]1[N:35]=[C:34]([NH:36][C:37](=[O:39])[CH3:38])[CH:33]=[C:32]([CH3:40])[CH:31]=1)=O>O1CCCC1>[Br:2][C:3]1[CH:4]=[C:5]2[N:11]=[C:10](/[CH:12]=[CH:28]/[C:30]3[N:35]=[C:34]([NH:36][C:37](=[O:39])[CH3:38])[CH:33]=[C:32]([CH3:40])[CH:31]=3)[NH:9][C:6]2=[N:7][CH:8]=15.0 g of 6-brom-3H-midazo[4,5-b]pyridin-2-yl-methyl-tributyl-phosphonium-chloride (compound A5) are suspended in 50 ml of tetrahydrofuran and added to a suspension of sodium hydride (60% strength) in 50 ml tetrahydrofuran at room temperature. After vigorously stirring for 10 min, 1.43 g of N-(6-formyl-4-methyl-pyridin-2-yl)-acetamide (compound B11) is added in portions (10 min). Subsequently, the suspension is heated at 90° C. for 22 h. Thereafter, the mixture is filtered with suction and the remaining residue is rinsed with tetrahydrofuran. The pure title compound is obtained by evaporating the filtrate to dryness to afford 1.88 g of an amorphous solid. M.p. >350° C. ESI-MS: 372.1/374.1 (MH+; 99%/100%). TLC: Rf=0.50 (dichloromethane/methanol 10:1).
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