Improved synthesis of 1H-pyrazole-4-carbaldehyde

Synthetic Communications

Volumn 41, Issue 16, 2011, Pages 2430-2434

  Taydakov, Ilya V ^a   Krasnoselskiy, Sergey S ^b   Dutova, Tatiana Y ^c  

^a JSC   (Russian Federation)

^b PEOPLES FRIENDSHIP UNIVERSITY OF RUSSIA   (Russian Federation)

^c State Scientific Center for Antibiotics   (Russian Federation)

Author keywords

Aldehyde; formylation; Grignard reagents; iodination; pyrazole

Indexed keywords

1H PYRAZOLE 4 CARBALDEHYDE; 4 PYRAZOLILMAGNESIUM BROMIDE; BROMINE DERIVATIVE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ISOLATION AND PURIFICATION; LABORATORY; SYNTHESIS;

EID: 79958822380     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2010.503002     Document Type: Article

References (7)

1. Lin, Q.; Meloni, D.; Pan, Y.; Xia, M.; Rodgers, J.; Shepard, S.; Li, M.; Galya, L.; Metcalf, B.; Yue, T.-Y.; Lui, P.; Zhou, J. Enantioselective synthesis of janus kinase inhibitor INCB018424 via an organocatalytic aza-Michael reaction. Org. Lett. 2009, 11, 1999.
2. Baumgarten, M.; Geies, A.; Enkelmann, V.; Zoppellaro, G. A multifunctional high-spin biradical pyrazolylbipyridine-bisnotronylnitroxide. Org. Lett. 2004, 6, 4929.
3. Catala, L.; Wurst, K.; Amabilino, D.; Veciana, J. Polymorphs of a pyrazole nitroxide and its complexes with metal(II) hexafluoroacetylacetonates. J. Mater. Chem. 2006, 16, 2736.
4. Elguero, J.; Marzin, C.; Peek M. Restricted rotation in 4-formyl pyrazole. Bull. Soc. Chim. Belges. 1975, 84, 499.
5. Takagi, K.; Bajnati, A.; Hubert-Habart, M. Synthese Directe de Pyrazole-4-carbaldehydes et de Pyrimidine-5-carbaldehydes a partir de Triformylmethane. Bull. Soc. Chim. Fr. 1990, 660.
6. Keshavarz, M.; Cox, S. D.; Angus, R. O.; Wudl, F. An improved isolation of triformylmethane (TFM): Properties and preparation of some derivatives. Synthesis 1988, 8, 641.
7. Vasilevsky, S. F.; Klyatskaya, S. V.; Tretyakov, E. V.; Elguero, J. Ethyl vinyl ether, an agent for protection of the pyrazole NH-fragment: A convenient method for the preparation of N-unsubstituted 4-alkynylpyrazoles. Heterocycles 2003, 60, 879.