1004972-23-9Relevant articles and documents
New pyrimidylboronic acids and functionalized heteroarylpyrimidines by Suzuki cross-coupling reactions
Clapham, Kate M.,Smith, Amy E.,Batsanov, Andrei S.,McIntyre, Laura,Pountney, Adam,Bryce, Martin R.,Tarbit, Brian
, p. 5712 - 5716 (2008/09/17)
We report the synthesis of 2-chloro-5-pyrimidylboronic acid (6) and 2-amino-5-pyrimidylboronic acid (8) by lithium-halogen exchange followed by reaction with triisopropylborate. Their reactivity with heteroaryl halides in Suzuki-Miyaura cross-coupling reactions has been evaluated. New highly functionalized 5-heteroarylpyrimidine derivatives 24-33 (heteroaryl = quinoline, pyridine, pyrimidine, pyrazine, thiophene, benzothiazole) have been obtained in synthetically useful yields. The X-ray structure of 6 reveals extensive intermolecular O-H...N hydrogen bonding in the crystal. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.