Literature DB >> 19037737

A diversity oriented, microwave assisted synthesis of N-substituted 2-hydro-4-amino-pyrido[2,3-d]pyrimidin-7(8H)-ones.

Núria Mont1, Jordi Teixidó, José I Borrell.   

Abstract

A protocol for the synthesis of N-substituted 2-hydro-4-amino-pyrido[2,3-d]pyrimidin-7(8H)-ones (11) is described. Thus, the formylation of a 2-aminopyridone 12 in 85% formic acid/Ac(2)O, proceeding via in situ cyclization to the intermediate formamide 13, affords the corresponding 2-hydro-4-oxo-pyridopyrimidine 14, which is converted to a 4-chloro-pyridopyrimidine 15 upon treatment with POCl(3). The subsequent transformation to the title compounds is carried by treatment with the corresponding amine in MeOH under microwave irradiation conditions.

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Year:  2008        PMID: 19037737     DOI: 10.1007/s11030-008-9096-6

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  16 in total

Review 1.  Signaling--2000 and beyond.

Authors:  T Hunter
Journal:  Cell       Date:  2000-01-07       Impact factor: 41.582

2.  Reductive cleavage of heteroaryl c-halogen bonds by iodotrimethylsilane. Facile and regioselective dechlorination of antibiotic pyrrolnitrin.

Authors:  M Sako; T Kihara; K Okada; Y Ohtani; H Kawamoto
Journal:  J Org Chem       Date:  2001-05-18       Impact factor: 4.354

Review 3.  Protein kinases--the major drug targets of the twenty-first century?

Authors:  Philip Cohen
Journal:  Nat Rev Drug Discov       Date:  2002-04       Impact factor: 84.694

4.  One-pot two-step microwave-assisted reaction in constructing 4,5-disubstituted pyrazolopyrimidines.

Authors:  Tom Y H Wu; Peter G Schultz; Sheng Ding
Journal:  Org Lett       Date:  2003-10-02       Impact factor: 6.005

5.  Pyrido[2,3-d]pyrimidin-7-one inhibitors of cyclin-dependent kinases.

Authors:  M Barvian; D H Boschelli; J Cossrow; E Dobrusin; A Fattaey; A Fritsch; D Fry; P Harvey; P Keller; M Garrett; F La; W Leopold; D McNamara; M Quin; S Trumpp-Kallmeyer; P Toogood; Z Wu; E Zhang
Journal:  J Med Chem       Date:  2000-11-30       Impact factor: 7.446

6.  Development of a binding model to protein tyrosine kinases for substituted pyrido[2,3-d]pyrimidine inhibitors.

Authors:  S Trumpp-Kallmeyer; J R Rubin; C Humblet; J M Hamby; H D Showalter
Journal:  J Med Chem       Date:  1998-05-21       Impact factor: 7.446

7.  Tyrosine kinase inhibitors. 10. Isomeric 4-[(3-bromophenyl)amino]pyrido[d]-pyrimidines are potent ATP binding site inhibitors of the tyrosine kinase function of the epidermal growth factor receptor.

Authors:  G W Rewcastle; B D Palmer; A M Thompson; A J Bridges; D R Cody; H Zhou; D W Fry; A McMichael; W A Denny
Journal:  J Med Chem       Date:  1996-04-26       Impact factor: 7.446

8.  Synthesis and cytostatic activity of substituted 6-phenylpurine bases and nucleosides: application of the Suzuki-Miyaura cross-coupling reactions of 6-chloropurine derivatives with phenylboronic acids.

Authors:  M Hocek; A Holý; I Votruba; H Dvoráková
Journal:  J Med Chem       Date:  2000-05-04       Impact factor: 7.446

9.  Structure-activity relationships for a novel series of pyrido[2,3-d]pyrimidine tyrosine kinase inhibitors.

Authors:  J M Hamby; C J Connolly; M C Schroeder; R T Winters; H D Showalter; R L Panek; T C Major; B Olsewski; M J Ryan; T Dahring; G H Lu; J Keiser; A Amar; C Shen; A J Kraker; V Slintak; J M Nelson; D W Fry; L Bradford; H Hallak; A M Doherty
Journal:  J Med Chem       Date:  1997-07-18       Impact factor: 7.446

10.  Pyrimidine derivatives. 4. Synthesis and antihypertensive activity of 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives.

Authors:  T Sekiya; H Hiranuma; S Hata; S Mizogami; M Hanazuka; S Yamada
Journal:  J Med Chem       Date:  1983-03       Impact factor: 7.446

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  1 in total

1.  A new and practical method for the synthesis of 6-aryl-5,6-dihydropyrido[2,3-d]pyrimidine-4,7(₃Η,8Η)-diones.

Authors:  Marta Camarasa; Christian Barnils; Raimon Puig de la Bellacasa; Jordi Teixidó; José I Borrell
Journal:  Mol Divers       Date:  2013-05-26       Impact factor: 2.943

  1 in total

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