4595-59-9Relevant articles and documents
Consecutive SNH and Suzuki-Miyaura cross-coupling reactions-an efficient synthetic strategy to pyrimidines bearing pyrrole and indole fragments
Verbitskiy, Egor V.,Rusinov, Gennady L.,Charushin, Valery N.,Chupakhin, Oleg N.,Cheprakova, Ekaterina M.,Slepukhin, Pavel A.,Pervova, Marina G.,Ezhikova, Marina A.,Kodess, Mikhail I.
supporting information, p. 6612 - 6621 (2013/01/15)
The combination of the Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen reactions is a versatile tool for the syntheses of 4-(1R-pyrrol-2-yl)-and 4-(1R-indol-3-yl)-5-(hetero)aryl-substituted pyrimidines from commercially available 5-bromopyrimidine. The S NH [AE, (addition-elimination)] and SN H [AO, (addition-oxidation)] reactions of 5-bromopyrimidine with pyrroles and indoles were studied by gas chromatography-mass spectrometry. The structures of the intermediate σH adducts as well as the pyrrole-(hetero)arylpyrimidine and indole-(hetero)arylpyrimidine dyads were established for the first time by X-ray crystal structure analysis.
Pyrimidine compounds
-
, (2008/06/13)
Pyrimidine derivatives of formula (I) wherein: Q1 and Q2 are independently selected from aryl or carbon linked heteroaryl optionally substituted as defined within; and one of Q1 and Q2 or both Q1 and Q2 is substituted on a ring carbon by one group selected from sulphamoyl, N—(C1-4alkyl)sulphamoyl (optionally substituted by halo or hydroxy), N,N-di-(C1-4alkyl)sulphamoyl (optionally substituted by halo or hydroxy), C1-4alkylsulphonyl (optionally substituted by halo or hydroxy) or a substituent of the formula (Ia) or (Ia′): wherein Q1, Q2, G, R1, Y, Z, Q3, n and m are as defined within; and pharmaceutically acceptable salts and in vivo hydrolysable esters thereof are described. Processes for their manufacture, pharmaceutical compositions and their use as cyclin-dependent serine/threonine kinase (CDK) inhibitors are also described.
Process for preparing 5-halopyrimidines
-
, (2008/06/13)
The reaction of formamide at high temperature with a 4-halo-5-hydroxy-2(5H)-furanone provides high yields of 5-chloro or 5-bromopyrimidines.