115259-47-7Relevant academic research and scientific papers
A synthesis of 1-substituted 5-[2-(acylamino)ethyl]-1H-pyrazole-4-carboxamides
Kralj, David,Friedrich, Miha,Gro?elj, Uro?,Kiraly-Potpara, Sonja,Meden, Anton,Wagger, Jernej,Dahmann, Georg,Stanovnik, Branko,Svete, Jurij
experimental part, p. 7151 - 7162 (2009/12/06)
A seven-step synthesis of 1-substituted 5-(2-acylaminoethyl)-1H-pyrazole-4-carboxamides 20 as the pyrazole analogues of histamine was developed. The synthesis starts with a three-step preparation of N(1)-substituted methyl 5-(2-tert-butoxycarbonylaminoethyl)-1H-pyrazole-4-carboxylates 7 from commercially available Boc-β-alanine (1). Subsequent four-step transformation of the key-intermediates 7 into the final products 20 was performed following two complementary reaction sequences comprising acidolytic removal of the Boc group, hydrolysis of the COOMe group, amidations of the COOH group, and acylations of the NH2 group. The structures of pyrazole derivatives were determined by spectroscopic methods and by X-ray diffraction.
