메뉴 건너뛰기




Volumn 39, Issue 19, 2009, Pages 3386-3398

Facile method for the synthesis of pyrazolo[3,4-b]-pyrido[4,3-d]- pyrimidine-4-ones via a tandem aza-wittig reaction

Author keywords

Aza Wittig reaction; Herbicidal activity; Pyrazolo 3,4 b pyrido 4,3 d pyrimidine 4 ones; Synthesis

Indexed keywords

2 [(2 CHLORO 5 METHYLPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(2 CHLOROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(2 METHYLPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(2 NITROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO [3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(2,4 DICHLOROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 B]PYRIMIDINE 4 ONE; 2 [(2,4 DIFLUOROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(3 CHLORO 4 FLUOROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 MEHTYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIMIDINE 4 ONE; 2 [(3 FLUOROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO [3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(4 BROMOPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(4 CHLORO 3 METHYLPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(4 CHLOROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(4 METHYLPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 [(4 NITROPHENYL)OXY] 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; 2 PHENOXY 3,7 DIHYDRO 3,7 DIPHENYL 5 METHYL 9 METHYLTHIO PYRAZOLO[3,4 B]PYRIDO[4,3 D]PYRIMIDINE 4 ONE; PHENOL; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 70349218750     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910902730895     Document Type: Article
Times cited : (5)

References (37)
  • 1
    • 84874843497 scopus 로고
    • Novel compound, process for producing the same, and antitumor agent
    • WO 9534559
    • Tomita, K.; Chiba, K.; Kashimoto, S. Novel compound, process for producing the same, and antitumor agent. PCT Int. Appl. WO 9534559, 1995
    • (1995) PCT Int. Appl.
    • Tomita, K.1    Chiba, K.2    Kashimoto, S.3
  • 2
    • 70349199152 scopus 로고
    • Chem. Abstr. 1995, 124, 289559a
    • (1995) Chem. Abstr. , vol.124
  • 4
    • 70349196056 scopus 로고    scopus 로고
    • Chem. Abstr. 1997, 127, 81463u.
    • Chem. Abstr. , vol.1997 , pp. 127
  • 5
    • 0017296451 scopus 로고
    • Pyrido[2,3-d]pyrimidines,. IV: Synthetic studies leading to various oxopyrido[2,3-d]pyrimidines
    • Broom, A. D.; Shim, J. L.; Anderson, G. L. Pyrido[2,3-d]pyrimidines,. IV: Synthetic studies leading to various oxopyrido[2,3-d]pyrimidines. J. Org. Chem. 1976, 41, 1095-1098.
    • (1976) J. Org. Chem. , vol.41 , pp. 1095-1098
    • Broom, A.D.1    Shim, J.L.2    Anderson, G.L.3
  • 6
    • 0018874182 scopus 로고
    • Synthesis and antitumor activity of 2, 4-diamino-6-(2,5-dimethoxybenzyl)- 5-methylpyrido[2,3-d]-pyrimidine
    • Grivsky, E. M.; Lee, S.; Sigel, C.W.; Duch, D. S. Synthesis and antitumor activity of 2,4-diamino-6-(2,5-dimethoxybenzyl)-5-methylpyrido[2,3-d]- pyrimidine. J. Med. Chem. 1980, 23 (3), 327-329.
    • (1980) J. Med. Chem. , vol.23 , Issue.3 , pp. 327-329
    • Grivsky, E.M.1    Lee, S.2    Sigel, C.W.3    Duch, D.S.4
  • 8
    • 0041801233 scopus 로고
    • Chem. Abstr. 1990, 112, 7859b.
    • (1990) Chem. Abstr. , vol.112
  • 9
    • 0000335222 scopus 로고
    • AIDS-driven nucleoside chemistry
    • Huryn, D. M.; Okabe, M. AIDS-driven nucleoside chemistry. Chem. Rev. 1992, 92, 1745.
    • (1992) Chem. Rev. , vol.92 , pp. 1745
    • Huryn, D.M.1    Okabe, M.2
  • 10
    • 0030012880 scopus 로고    scopus 로고
    • Pyrrolo[2,3-d]pyrimidines and pyrido[2,3-d]pyrimidines as conformationally restricted analogues of the antibacterial agent trimetho-prim
    • Kuyper, L. F.; Garvey, J. M.; Baccanari, D. P.; Champness, J. N.; Stammers, D. K.; Beddell, C. R. Pyrrolo[2,3-d]pyrimidines and pyrido[2,3-d]pyrimidines as conformationally restricted analogues of the antibacterial agent trimetho-prim. Bioorg. Med. Chem. 1996, 4 (4), 593-602
    • (1996) Bioorg. Med. Chem. , vol.4 , Issue.4 , pp. 593-602
    • Kuyper, L.F.1    Garvey, J.M.2    Baccanari, D.P.3    Champness, J.N.4    Stammers, D.K.5    Beddell, C.R.6
  • 11
    • 14344271600 scopus 로고    scopus 로고
    • Chem. Abstr. 1996, 125, 86587
    • (1996) Chem. Abstr. , vol.125 , pp. 86587
  • 12
    • 70349192938 scopus 로고    scopus 로고
    • 6-Aryl pyrido[2,3-d]pyrimi-dines and naphthyridines for inhibiting protein tyrosine kinase mediated cellular proliferation
    • WO 9615128
    • Blankley, C. J.; Doherty, A. M.; Hamby, J. M. 6-Aryl pyrido[2,3-d]pyrimi- dines and naphthyridines for inhibiting protein tyrosine kinase mediated cellular proliferation. PCT Int. Appl. WO 9615128, 1996
    • (1996) PCT Int. Appl.
    • Blankley, C.J.1    Doherty, A.M.2    Hamby, J.M.3
  • 13
    • 0343650505 scopus 로고    scopus 로고
    • Chem. Abstr. 1996, 125, 114688k.
    • (1996) Chem. Abstr. , vol.125
  • 14
    • 56949105281 scopus 로고
    • Pyridopyrimidine derivatives: Their production and use
    • EP 608565
    • Furuya, S.; Ohtaki, T. Pyridopyrimidine derivatives: Their production and use. Eur. PCT Pat. Appl. EP 608565, 1994
    • (1994) Eur. PCT Pat. Appl.
    • Furuya, S.1    Ohtaki, T.2
  • 15
    • 0342487061 scopus 로고
    • Chem. Abstr. 1994, 121, 205395w.
    • (1994) Chem. Abstr. , vol.121
  • 16
    • 70349216575 scopus 로고    scopus 로고
    • Pyrido[2,3-d]pyrimidine derivatives and medicinal compositions thereof
    • WO 9719078
    • Takayama, K.; Hisamidi, H.; Iwata, M. Pyrido[2,3-d]pyrimidine derivatives and medicinal compositions thereof. PCT Int. Appl. WO 9719078, 1997
    • (1997) PCT Int. Appl.
    • Takayama, K.1    Hisamidi, H.2    Iwata, M.3
  • 17
    • 0343792258 scopus 로고    scopus 로고
    • Chem. Abstr. 1997, 127, 65784u.
    • (1997) Chem. Abstr. , vol.127
  • 19
    • 70349205614 scopus 로고
    • Chem. Abstr. 1993, 120, 245139b.
    • (1993) Chem. Abstr. , vol.120
  • 20
    • 0026530765 scopus 로고
    • Synthesis and antifolate properties of 5,10-ethano-5,10- dideazaaminopterin
    • Joseph, I. D.; Pamela, H. G.; Willian, T. C.; Francis, M. S. Synthesis and antifolate properties of 5,10-ethano-5,10-dideazaaminopterin. J. Med. Chem. 1992, 35, 320.
    • (1992) J. Med. Chem. , vol.35 , pp. 320
    • Joseph, I.D.1    Pamela, H.G.2    Willian, T.C.3    Francis, M.S.4
  • 22
    • 70349197706 scopus 로고
    • Chem. Abstr. 1991, 115, 71360.
    • (1991) Chem. Abstr. , vol.115 , pp. 71360
  • 23
    • 0036194712 scopus 로고    scopus 로고
    • Soil metabolism of flupyrsulfuron in winter wheat crops
    • Rouchaud, J.; Neus, O.; Eelen, H. Soil metabolism of flupyrsulfuron in winter wheat crops. Weed Res. 2002, 42 (1), 14-25.
    • (2002) Weed Res. , vol.42 , Issue.1 , pp. 14-25
    • Rouchaud, J.1    Neus, O.2    Eelen, H.3
  • 25
    • 4544286843 scopus 로고
    • Chem. Abstr. 1994, 121, 230784e.
    • (1994) Chem. Abstr. , vol.121
  • 26
    • 0008557641 scopus 로고
    • Synthesis and herbicidal activity of 1-aryl-5-halo and 1-aryl-5-(trifluoromethyl)-1H-pyrazole-4-carboxamides
    • Waldrep, T. W.; Becl, J. R.; et al. Synthesis and herbicidal activity of 1-aryl-5-halo and 1-aryl-5-(trifluoromethyl)-1H-pyrazole-4-carboxamides. J. Agric. Food Chem. 1990, 38 (2), 541-544.
    • (1990) J. Agric. Food Chem. , vol.38 , Issue.2 , pp. 541-544
    • Waldrep, T.W.1    Becl, J.R.2    Al, E.3
  • 28
    • 70349208678 scopus 로고
    • Chem. Abstr. 1995, 124, 72564p.
    • (1995) Chem. Abstr. , vol.124 , pp. 72564
  • 30
    • 40649115549 scopus 로고
    • Chem. Abstr. 1992, 117, 171437m.
    • (1992) Chem. Abstr. , vol.117
  • 31
    • 0037193092 scopus 로고    scopus 로고
    • Novel N-(2-benzo[b]thienyl)iminophosphoranes and their use in the synthesis of ben-zo[b]thieno[2,3-b]pyridines
    • Bonini, C.; Auria, M. D.; Funicello, M.; Romaniello, G. Novel N-(2-benzo[b]thienyl)iminophosphoranes and their use in the synthesis of ben-zo[b]thieno[2,3-b]pyridines. Tetrahedron. 2002, 58, 3507-3512.
    • (2002) Tetrahedron. , Issue.58 , pp. 3507-3512
    • Bonini, C.1    Auria, M.D.2    Funicello, M.3    Romaniello, G.4
  • 32
    • 0842285736 scopus 로고    scopus 로고
    • A direct retro-Reformatsky fragmentation: Formal ring enlargement of cyclic ketones for novel and practical synthesis of heterocyclic enamines
    • Zhao, M.-X.; Wang, M.-X.; Yu, C.-Y.; Huang, Z.-T.; et al. A direct retro-Reformatsky fragmentation: Formal ring enlargement of cyclic ketones for novel and practical synthesis of heterocyclic enamines. J. Org. Chem. 2004, 69 (3), 997-1000.
    • (2004) J. Org. Chem. , vol.69 , Issue.3 , pp. 997-1000
    • Zhao, M.-X.1    Wang, M.-X.2    Yu, C.-Y.3    Huang, Z.-T.4    Al, E.5
  • 33
    • 4644248836 scopus 로고    scopus 로고
    • Ethyl a-(triphenylphosphoranylidene)amino-b-ferrocenylacrylate as a starting material for [2 + 2] cycloadditions, including the aza-Wittig reaction
    • Csampai, A.; Turos, G.; Kudar, V.; Simon, K.; Oeynhausen, H.; Wamhoff, H.; Sohar, P. Ethyl a-(triphenylphosphoranylidene)amino-b-ferrocenylacrylate as a starting material for [2 + 2] cycloadditions, including the aza-Wittig reaction. Eur. J. Org. Chem. 2004, 4, 717-723.
    • (2004) Eur. J. Org. Chem. , vol.4 , pp. 717-723
    • Csampai, A.1    Turos, G.2    Kudar, V.3    Simon, K.4    Oeynhausen, H.5    Wamhoff, H.6    Sohar, P.7
  • 34
    • 0037668345 scopus 로고    scopus 로고
    • Stereocontrolled total synthesis of (-)-ephedradine A (orantine)
    • Kurosawa, W.; Kan, T.; Fukuyama, T. Stereocontrolled total synthesis of (-)-ephedradine A (orantine). J. Am. Chem. Soc. 2003, 125, 8112.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8112
    • Kurosawa, W.1    Kan, T.2    Fukuyama, T.3
  • 35
    • 0345357971 scopus 로고    scopus 로고
    • Ring expansion approach for the synthesis of the (3S,4S)-hexahydroazepine core of balanol and ophiocordin
    • Yadav, J. S.; Srinivas, C. Ring expansion approach for the synthesis of the (3S,4S)-hexahydroazepine core of balanol and ophiocordin. Tetrahedron. 2003, 59, 10325.
    • (2003) Tetrahedron. , vol.59 , pp. 10325
    • Yadav, J.S.1    Srinivas, C.2
  • 36
    • 4143095889 scopus 로고    scopus 로고
    • Synthesis and biological activity of 1-[2-(2,4-dichlorophenoxyl)acetyl]- 5-amino-1H-pyrazole derivatives
    • Wang, H.-Q.; Liu, H.; Liu, Z.-J. Synthesis and biological activity of 1-[2-(2,4-dichlorophenoxyl)acetyl]-5-amino-1H-pyrazole derivatives. Chin. J. Org. Chem. 2004, 24, 797.
    • (2004) Chin. J. Org. Chem. , vol.24 , pp. 797
    • Wang, H.-Q.1    Liu, H.2    Liu, Z.-J.3
  • 37
    • 0034809062 scopus 로고    scopus 로고
    • Synthesis and bioactivity of novel triazolo [1,5-a]pyrimidine derivatives[3]
    • Yang, G.-F. Xu, L.; Lu, A.-H. Synthesis and bioactivity of novel triazolo [1,5-a]pyrimidine derivatives[3]. Heteroat. Chem. 2001, 12, 491.
    • (2001) Heteroat. Chem. , vol.12 , pp. 491
    • Yang Xu -F G, L.1    Lu, A.-H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.