Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 178444051, compound

Participants

Reaction Steps

To a stirring solution of 4-(2-(4-methoxyphenyl)acetamido)benzoic acid (142 mg, 0.498 mmol), tert-butyl 2-(((2-(4-(heptyloxy)benzyl)-1H-benzo[d]imidazol-5-yl)methyl)amino)acetate INT-48 (221, 0.475 mmol) and TEA (206 μL, 1.42 mmol) in DMF (2 mL) was added HATU (189 mg, 0.489 mmol). After stirring at room temperature for 1 h, the reaction mixture was diluted with DCM (5 mL) and NaHCO3 (15 mL). The layers were split through a hydrophobic frit and the organics evaporated. The crude product was purified by column chromatography (EA/isohexanes) to give 313 mg (88%) of tert-butyl 2-(N-((2-(4-(heptyloxy)benzyl)-1H-benzo[d]imidazol-5-yl)methyl)-4-(2-(4-methoxyphenyl)acetamido)benzamido)acetate INT-49. LCMS-ESI (m/z) calculated for C44H52N4O6: 732; found 733[M+H]+, tR=2.09 min (Method 5).

Provenance & Evidence