1239969-41-5Relevant articles and documents
Selective and facile palladium-catalyzed amination of 2-fluoro-4- iodopyridine in the 4-position under microwave conditions
Koley, Moumita,Schnürch, Michael,Mihovilovic, Marko D.
, p. 1505 - 1510 (2010)
The selective C-N cross-coupling of 2-fluoro-4-iodopyridine with aromatic amines is reported. In contrast to conventional substitutions where C-N bond formation takes place at the 2-position (e.g., 2,4-dichloropyridine), the Buchwald-Hartwig cross-coupling was found to be complementary and exclusive for the 4-position. Reactions were carried out under microwave irradiation typically within 30 minutes. These conditions also allowed a decrease in the amount of base required to 3.5 equivalents compared to 20 equivalents in established protocols. Additionally, use of potassium carbonate as a mild base was sufficient, and good yields of the coupling products were obtained in all cases with the simple system Pd(OAc)2/BINAP. Georg Thieme Verlag Stuttgart New York.
Metal assisted synthesis of mono and diamino substituted pyridines
Koley, Moumita,Schnürch, Michael,Mihovilovic, Marko D.
supporting information; experimental part, p. 4169 - 4178 (2011/06/26)
A microwave assisted Buchwald-Hartwig amination protocol is reported for a series of dihalopyridine precursors. Using this procedure, selective substitution of one halogen by aryl or alkylamines is possible in very short time, usually 30 min. Mild base (K2CO3) can be used successfully, which broadens the substrate scope. The second halogen can then be substituted using alkylamines under nucleophilic substitution condition or via a Suzuki-Miyaura cross-coupling reaction. The target compounds are potential inducers of cardiomyogenesis as innovative approach in regenerative medicine.
