Triethylamine → 5-bromo-N-cyclopropyl-6-oxo-1,6-dihydropyridine-3-carboxamide
Reaction equation
[Br:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[C:4]([C:9]([OH:11])=O)[CH:3]=1.CCN(CC)CC.[CH:19]1([NH2:22])[CH2:21][CH2:20]1>CN(C=O)C>[Br:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[C:4]([C:9]([NH:22][CH:19]2[CH2:21][CH2:20]2)=[O:11])[CH:3]=1Participants
5
Procedure
To a mixture of 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid (200 mg, 0.917 mmol), Et3N (0.1 mL), and 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate(V) (348 mg, 0.917 mmol) in DMF (5 mL) was added cyclopropanamine (52.4 mg, 0.917 mmol). The mixture was stirred at room temperature for 2 hours and purified via preparative HPLC, eluting with a gradient of 1-50% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA). The product was dried under vacuum to give the title compound.