A simple method for the preparation and selective functionalization of 4,5-diaminopyrazoles
A simple procedure for the synthesis and further functionalization of 4,5-diaminopyrazoles using mild conditions is reported herein. The desired products were obtained in good yield, and the structures have been confirmed by X-ray crystallography. A simple procedure for the synthesis and further fun...
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Published in | Tetrahedron letters Vol. 44; no. 14; pp. 3009 - 3011 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
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Abstract | A simple procedure for the synthesis and further functionalization of 4,5-diaminopyrazoles using mild conditions is reported herein. The desired products were obtained in good yield, and the structures have been confirmed by X-ray crystallography.
A simple procedure for the synthesis and further functionalization of 4,5-diaminopyrazoles using mild conditions is reported herein. The desired products were obtained in good yield, and the structures have been confirmed by X-ray crystallography. |
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AbstractList | A simple procedure for the synthesis and further functionalization of 4,5-diaminopyrazoles using mild conditions is reported herein. The desired products were obtained in good yield, and the structures have been confirmed by X-ray crystallography. (C) 2003 Published by Elsevier Science Ltd. A simple procedure for the synthesis and further functionalization of 4,5-diaminopyrazoles using mild conditions is reported herein. The desired products were obtained in good yield, and the structures have been confirmed by X-ray crystallography. A simple procedure for the synthesis and further functionalization of 4,5-diaminopyrazoles using mild conditions is reported herein. The desired products were obtained in good yield, and the structures have been confirmed by X-ray crystallography. |
Author | Blass, Benjamin E Faulkner, Amy L Seibel, William L Srivastava, Anil Coburn, Keith R |
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References | Moderhack (BIB6) 1996 Goettel, O.; Pirrello, A.; Hayoz, A.; Morand, E. EP 1236460 A1, 2002 Daidone, G.; Maggio, B.; Raffa, D.; Plescia, S. Schillaci 1st Italian–Swiss Meeting on Medicinal Chemistry, Turin, Italy, 23–26 September 1997 Malle, G.; Vidal, L.; Samain, H. EP 796850 A1, 1997 Braulio, Henry, Jairo (BIB8) 1999; 36 Namiki, T.; Yuasa, M.; Takakuwa, T.; Ichinomiya, S.; Kawasu, Y.; Kishii, K. WO9833799 A1, 1998. Weinges, A.; Balzer, W. R.; Gerstung, S.; Gerstung, S. D. DE 4422603 A1, 1996 Vicentini, Veronese, Giori (BIB7) 1998; 29 Jean, C. WO 0251373 A1, 2002 Braun, H. J. DE 19643059 A1, 1998 Vicentini, Ferretti, Veronese, Guarneri, Manfrini, Giori, Fray, Bull, Kinns (BIB17) 1995; 41 Eid, Bonner, Lewis (BIB16) 1983; 20 Javet, M.; Dousse, C.; Le, C. D. DE 10109806 A1, 2002. BIB20 BIB21 Makarov, Y. 14th International Symposium on Medicinal Chemistry, Maastricht, The Netherlands, 8–12 September 1996 VICENTINI, CB (WOS:A1995QM60200013) 1995; 41 Moderhack, D (WOS:A1996UR24800021) 1996 (WOS:000181893800057.1) 2002 EID EE (WOS:000181893800057.10) 1983; 20 (WOS:000181893800057.3) 2002 (WOS:000181893800057.2) 2002 (WOS:000181893800057.6) 1997 VICENTINI, CB (WOS:A1988R317900042) 1988; 29 (WOS:000181893800057.5) 1996 FRAY MJ (WOS:000181893800057.11) 1992; 1 (WOS:000181893800057.7) 1998 (WOS:000181893800057.4) 1998 BRAULIO IO (WOS:000181893800057.8) 1999; 36 DAIDONE G (WOS:000181893800057.9) 1997 FRAY, MJ (WOS:A1995RR90400012) 1995; 38 MAKAROV Y (WOS:000181893800057.13) 1996 10.1016/S0040-4039(03)00398-8_BIB11 10.1016/S0040-4039(03)00398-8_BIB10 10.1016/S0040-4039(03)00398-8_BIB5 10.1016/S0040-4039(03)00398-8_BIB3 10.1016/S0040-4039(03)00398-8_BIB4 Fray (10.1016/S0040-4039(03)00398-8_BIB19) 1992; 1 Vicentini (10.1016/S0040-4039(03)00398-8_BIB18) 1995; 41 Fray (10.1016/S0040-4039(03)00398-8_BIB2) 1995; 38 Moderhack (10.1016/S0040-4039(03)00398-8_BIB6) 1996 Vicentini (10.1016/S0040-4039(03)00398-8_BIB7) 1998; 29 10.1016/S0040-4039(03)00398-8_BIB15 10.1016/S0040-4039(03)00398-8_BIB14 Eid (10.1016/S0040-4039(03)00398-8_BIB16) 1983; 20 Braulio (10.1016/S0040-4039(03)00398-8_BIB8) 1999; 36 10.1016/S0040-4039(03)00398-8_BIB13 10.1016/S0040-4039(03)00398-8_BIB12 |
References_xml | – ident: BIB20 – volume: 29 start-page: 6171 year: 1998 end-page: 6172 ident: BIB7 publication-title: Tetrahedron Lett. contributor: fullname: Giori – ident: BIB21 – start-page: 777 year: 1996 end-page: 779 ident: BIB6 publication-title: Liebigs Ann. contributor: fullname: Moderhack – volume: 36 start-page: 635 year: 1999 end-page: 638 ident: BIB8 publication-title: J. Heterocyclic Chem. contributor: fullname: Jairo – volume: 41 start-page: 497 year: 1995 end-page: 506 ident: BIB17 publication-title: Heterocycles contributor: fullname: Kinns – volume: 20 start-page: 1501 year: 1983 end-page: 1503 ident: BIB16 publication-title: J. Heterocyclic Chem. contributor: fullname: Lewis – volume: 38 start-page: 3524 year: 1995 ident: WOS:A1995RR90400012 article-title: NOVEL ANTAGONISTS OF PLATELET-ACTIVATING-FACTOR .2. SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF POTENT AND LONG-ACTING HETEROFUSED [1,5]BENZODIAZEPINE AND [1,4]DIAZEPINE DERIVATIVES OF 2-METHYL-1-PHENYLIMIDAZO[4,5-C]PYRIDINE publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: FRAY, MJ – year: 2002 ident: WOS:000181893800057.3 – year: 2002 ident: WOS:000181893800057.1 – volume: 36 start-page: 635 year: 1999 ident: WOS:000181893800057.8 publication-title: J HETEROCYCLIC CHEM contributor: fullname: BRAULIO IO – year: 1996 ident: WOS:000181893800057.5 – year: 1998 ident: WOS:000181893800057.7 – year: 1996 ident: WOS:000181893800057.13 publication-title: 14 INT S MED CHEM MA contributor: fullname: MAKAROV Y – year: 1998 ident: WOS:000181893800057.4 – volume: 29 start-page: 6171 year: 1988 ident: WOS:A1988R317900042 article-title: A NEW ROUTE TO THE SYNTHESIS OF IMIDAZO[4,5-C]PYRAZOLES publication-title: TETRAHEDRON LETTERS contributor: fullname: VICENTINI, CB – year: 2002 ident: WOS:000181893800057.2 – year: 1997 ident: WOS:000181893800057.9 publication-title: 1 IT SWISS M MED CHE contributor: fullname: DAIDONE G – volume: 1 start-page: 10 year: 1992 ident: WOS:000181893800057.11 publication-title: J CHEM RES SYNOP contributor: fullname: FRAY MJ – volume: 41 start-page: 497 year: 1995 ident: WOS:A1995QM60200013 article-title: SYNTHESIS OF 6-SUBSTITUTED IMIDAZO[4,5-C]PYRAZOLE-5-THIONES publication-title: HETEROCYCLES contributor: fullname: VICENTINI, CB – volume: 20 start-page: 1501 year: 1983 ident: WOS:000181893800057.10 publication-title: J HETEROCYCLIC CHEM contributor: fullname: EID EE – year: 1997 ident: WOS:000181893800057.6 – start-page: 777 year: 1996 ident: WOS:A1996UR24800021 article-title: Unexpected pyrazole->1,2,4-triazole ring transformation publication-title: LIEBIGS ANNALEN contributor: fullname: Moderhack, D – volume: 41 start-page: 497 year: 1995 ident: 10.1016/S0040-4039(03)00398-8_BIB18 publication-title: Heterocycles doi: 10.3987/COM-94-6967 contributor: fullname: Vicentini – ident: 10.1016/S0040-4039(03)00398-8_BIB5 doi: 10.1248/bpb.21.87 – ident: 10.1016/S0040-4039(03)00398-8_BIB11 doi: 10.1007/978-3-0348-6057-4_7 – ident: 10.1016/S0040-4039(03)00398-8_BIB12 – ident: 10.1016/S0040-4039(03)00398-8_BIB13 – ident: 10.1016/S0040-4039(03)00398-8_BIB10 – volume: 29 start-page: 6171 year: 1998 ident: 10.1016/S0040-4039(03)00398-8_BIB7 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)82297-2 contributor: fullname: Vicentini – ident: 10.1016/S0040-4039(03)00398-8_BIB15 – ident: 10.1016/S0040-4039(03)00398-8_BIB14 – volume: 38 start-page: 3524 year: 1995 ident: 10.1016/S0040-4039(03)00398-8_BIB2 publication-title: J. Med. Chem. doi: 10.1021/jm00018a012 contributor: fullname: Fray – start-page: 777 year: 1996 ident: 10.1016/S0040-4039(03)00398-8_BIB6 publication-title: Liebigs Ann. doi: 10.1002/jlac.199619960522 contributor: fullname: Moderhack – volume: 36 start-page: 635 year: 1999 ident: 10.1016/S0040-4039(03)00398-8_BIB8 publication-title: J. Heterocyclic Chem. doi: 10.1002/jhet.5570360310 contributor: fullname: Braulio – volume: 1 start-page: 10 year: 1992 ident: 10.1016/S0040-4039(03)00398-8_BIB19 publication-title: J. Chem. Res. Synop. contributor: fullname: Fray – ident: 10.1016/S0040-4039(03)00398-8_BIB3 – ident: 10.1016/S0040-4039(03)00398-8_BIB4 – volume: 20 start-page: 1501 year: 1983 ident: 10.1016/S0040-4039(03)00398-8_BIB16 publication-title: J. Heterocyclic Chem. doi: 10.1002/jhet.5570200612 contributor: fullname: Eid |
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SubjectTerms | 4,5-diaminopyrazoles Chemistry Chemistry, Organic nitrosation Physical Sciences Science & Technology urea derivatives |
Title | A simple method for the preparation and selective functionalization of 4,5-diaminopyrazoles |
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