* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Stage #1: C5H11N*ClH With triethylamine In dichloromethane at -78℃; for 0.0833333h;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at -78℃;
Stage #1: (1-methylcyclopropyl)methanamine hydrochloride; C29H23F4N3O6 With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 4h;
Stage #2: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 2h;
76 Method G
General procedure: In a 2-dram vial equipped with a stir bar was added the compound from step a (52 mg, 0.073 mmol). The solid was dissolved in DMF (0.37 mL, 0.20 M), and cyclopropylamine (7.76 µl, 0.110 mmol) was added. Hunig's base (32.0 µl, 0.183 mmol) was added followed by HATU (33.5 mg, 0.088 mmol) in one portion. The reaction was purged with nitrogen and monitored by LCMS until complete (2.5 hrs). The reaction was diluted with EtOAc and quenched with water. Extracted with EtOAc using a phase separator cartridge. ESI-MS m/z: 748.3 [M+H]+(TBS alcohol).
22 %
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane Inert atmosphere;
76 Method G
General procedure: In a 2-dram vial equipped with a stir bar was added the compound from step a (52 mg, 0.073 mmol). The solid was dissolved in D14F (0.37 mL, 0.20 M), and cyclopropylamine (7.76 p1, 0.110 mmol) was added. Hunig’s base (32.0 pi, 0.183 mmol) was added followed by HATU(33.5 mg, 0.088 mmol) in one portion. The reaction was purged with nitrogen and monitored by LCMS until complete (2.5 hrs). The reaction was diluted with EtOAc and quenched with water. Extracted with EtOAc using a phase separator cartridge. ESI-MS m/z: 748.3 [M+H] (TBS alcohol).
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