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Organic and Biomolecular Chemistry

Volumn 7, Issue 13, 2009, Pages 2809-2815

A straightforward microwave method for rapid synthesis of N-1, C-6 functionalized 3,5-dichloro-2(1H)-pyrazinones

(4) Gising, Johan a Örtqvist, Pernilla a Sandström, Anja a Larhed, Mats a

a UPPSALA UNIVERSITY (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

CLASSICAL CONDITIONS; CORE STRUCTURE; FUNCTIONALIZED; HEPATITIS C VIRUS; MEDICINAL CHEMISTRY; MICROWAVE METHODS; ONE POT; PROTEASE INHIBITOR; RAPID SYNTHESIS; REACTION SEQUENCES; STRECKER REACTIONS;

AMINES; CARBOXYLIC ACIDS; HEATING; ORGANIC ACIDS; SYNTHESIS (CHEMICAL);

MICROWAVES;

ENZYME INHIBITOR; NS3 PROTEIN, HEPATITIS C VIRUS; PYRAZINE DERIVATIVE; VIRUS PROTEIN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; ENZYMOLOGY; HEPATITIS C VIRUS; MICROWAVE RADIATION; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ENZYME INHIBITORS; HEPACIVIRUS; MICROWAVES; MOLECULAR STRUCTURE; PYRAZINES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; VIRAL NONSTRUCTURAL PROTEINS;

HEPATITIS C VIRUS;

EID: 67549144059 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b905501k Document Type: Article

Times cited : (28)

References (33)

1
- 47849116444
- 4363
- C. D. Haffner C. J. Diaz A. B. Miller R. A. Reid K. P. Madauss A. Hassell M. H. Hanlon D. J. T. Porter J. D. Becherer L. H. Carter Bioorg. Med. Chem. Lett. 2008 18 4360 4363
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 4360
- Haffner, C.D.¹ Diaz, C.J.² Miller, A.B.³ Reid, R.A.⁴ Madauss, K.P.⁵ Hassell, A.⁶ Hanlon, M.H.⁷ Porter, D.J.T.⁸ Becherer, J.D.⁹ Carter, L.H.¹⁰

2
- 34447313653
- 4574
- J. I. Trujillo H. C. Huang W. L. Neumann M. W. Mahoney S. Long W. Huang D. J. Garland C. Kusturin Z. Abbas M. S. South D. B. Reitz Bioorg. Med. Chem. Lett. 2007 17 4568 4574
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 4568
- Trujillo, J.I.¹ Huang, H.C.² Neumann, W.L.³ Mahoney, M.W.⁴ Long, S.⁵ Huang, W.⁶ Garland, D.J.⁷ Kusturin, C.⁸ Abbas, Z.⁹ South, M.S.¹⁰ Reitz, D.B.¹¹

3
- 4444286148
- 4823
- C. R. Hopkins K. Neuenschwander A. Scotese S. Jackson T. Nieduzak H. Pauls G. Y. Liang K. Sides D. Cramer J. Cairns S. Maignan M. Mathieu Bioorg. Med. Chem. Lett. 2004 14 4819 4823
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 4819
- Hopkins, C.R.¹ Neuenschwander, K.² Scotese, A.³ Jackson, S.⁴ Nieduzak, T.⁵ Pauls, H.⁶ Liang, G.Y.⁷ Sides, K.⁸ Cramer, D.⁹ Cairns, J.¹⁰ Maignan, S.¹¹ Mathieu, M.¹²

4
- 0037463792
- 1160
- X. J. Zhang A. C. Schmitt W. Jiang Z. Wasserman C. P. Decicco Bioorg. Med. Chem. Lett. 2003 13 1157 1160
- (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 1157
- Zhang, X.J.¹ Schmitt, A.C.² Jiang, W.³ Wasserman, Z.⁴ Decicco, C.P.⁵

5
- 0043211876
- 4062
- J. J. Parlow B. L. Case T. A. Dice R. L. Fenton M. J. Hayes D. E. Jones W. L. Neumann R. S. Wood R. M. Lachance T. J. Girard N. S. Nicholson M. Clare R. A. Stegeman A. M. Stevens W. C. Stallings R. G. Kurumbail M. S. South J. Med. Chem. 2003 46 4050 4062
- (2003) J. Med. Chem. , vol.46 , pp. 4050
- Parlow, J.J.¹ Case, B.L.² Dice, T.A.³ Fenton, R.L.⁴ Hayes, M.J.⁵ Jones, D.E.⁶ Neumann, W.L.⁷ Wood, R.S.⁸ Lachance, R.M.⁹ Girard, T.J.¹⁰ Nicholson, N.S.¹¹ Clare, M.¹² Stegeman, R.A.¹³ Stevens, A.M.¹⁴ Stallings, W.C.¹⁵ Kurumbail, R.G.¹⁶ South, M.S.¹⁷

6
- 33748782292
- 2814
- V. G. Pawar W. M. De Borggraeve Synthesis 2006 2799 2814
- (2006) Synthesis , pp. 2799
- Pawar, V.G.¹ De Borggraeve, W.M.²

7
- 37549025987
- Springer-Verlag, Berlin, 267-304
- N. Kaval, P. Appukkuttan, and E. Van der Eycken, in Microwave-Assisted Synthesis of Heterocycles, Springer-Verlag, Berlin, 2006, vol. 1, pp. 267-304
- (2006) Microwave-Assisted Synthesis of Heterocycles
- Kaval, N.¹ Appukkuttan, P.² Vander Eycken, E.³

8
- 0021024677
- 923
- J. Vekemans C. Pollerswieers G. Hoornaert J. Heterocycl. Chem. 1983 20 919 923
- (1983) J. Heterocycl. Chem. , vol.20 , pp. 919
- Vekemans, J.¹ Pollerswieers, C.² Hoornaert, G.³

9
- 8644235065
- 11612
- W. M. De Borggraeve B. M. P. Verbist F. J. R. Rombouts V. G. Pawar W. J. Smets L. Kamoune J. Alen E. V. Van der Eycken F. Compernolle G. J. Hoornaert Tetrahedron 2004 60 11597 11612
- (2004) Tetrahedron , vol.60 , pp. 11597
- De Borggraeve, W.M.¹ Verbist, B.M.P.² Rombouts, F.J.R.³ Pawar, V.G.⁴ Smets, W.J.⁵ Kamoune, L.⁶ Alen, J.⁷ Van Der Eycken, E.V.⁸ Compernolle, F.⁹ Hoornaert, G.J.¹⁰

10
- 61349132933
- 4476
- S. V. Pawar V. G. Pawar W. Dehaen W. M. De Borggraeve Org. Lett. 2008 10 4473 4476
- (2008) Org. Lett. , vol.10 , pp. 4473
- Pawar, S.V.¹ Pawar, V.G.² Dehaen, W.³ De Borggraeve, W.M.⁴

11
- 0035341584
- 416
- M. Larhed A. Hallberg Drug Discov. Today 2001 6 406 416
- (2001) Drug Discov. Today , vol.6 , pp. 406
- Larhed, M.¹ Hallberg, A.²

12
- 33748993451
- 198
- J. Wannberg K. Ersmark M. Larhed Top. Curr. Chem. 2006 266 167 198
- (2006) Top. Curr. Chem. , vol.266 , pp. 167
- Wannberg, J.¹ Ersmark, K.² Larhed, M.³

13
- 33749011463
- 101
- E. Suna I. Mutule Top. Curr. Chem. 2006 266 49 101
- (2006) Top. Curr. Chem. , vol.266 , pp. 49
- Suna, E.¹ Mutule, I.²

14
- 37549025987
- Springer-Verlag, Berlin
- E. V. Van der Eycken and C. O. Kappe, Microwave-Assisted Synthesis of Heterocycles, Springer-Verlag, Berlin, 2006
- (2006) Microwave-Assisted Synthesis of Heterocycles
- Van Der Eycken, E.V.¹ Kappe, C.O.²

15
- 45349103379
- 639
- V. Polshettiwar R. S. Varma Acc. Chem. Res. 2008 41 629 639
- (2008) Acc. Chem. Res. , vol.41 , pp. 629
- Polshettiwar, V.¹ Varma, R.S.²

16
- 18344370592
- 1208
- J. E. Reiner D. V. Siev G. L. Araldi J. R. J. Cui J. Z. Ho K. M. Reddy L. Mamedova P. H. Vu K. S. S. Lee N. K. Minami T. S. Gibson S. M. Anderson A. E. Bradbury T. G. Nolan J. E. Semple Bioorg. Med. Chem. Lett. 2002 12 1203 1208
- (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 1203
- Reiner, J.E.¹ Siev, D.V.² Araldi, G.L.³ Cui, J.R.J.⁴ Ho, J.Z.⁵ Reddy, K.M.⁶ Mamedova, L.⁷ Vu, P.H.⁸ Lee, K.S.S.⁹ Minami, N.K.¹⁰ Gibson, T.S.¹¹ Anderson, S.M.¹² Bradbury, A.E.¹³ Nolan, T.G.¹⁴ Semple, J.E.¹⁵

17
- 0021847508
- 1910
- D. A. Evans S. A. Biller Tetrahedron Lett. 1985 26 1907 1910
- (1985) Tetrahedron Lett. , vol.26 , pp. 1907
- Evans, D.A.¹ Biller, S.A.²

18
- 0022453619
- 1637
- S. Dong P. K. Dasgupta Atmos. Environ. 1986 20 1635 1637
- (1986) Atmos. Environ. , vol.20 , pp. 1635
- Dong, S.¹ Dasgupta, P.K.²

19
- 67549100445
- 1H-NMR or by HPLC separation with ELSD and ESI-MS detection
- 1H-NMR or by HPLC separation with ELSD and ESI-MS detection

20
- 22544458508
- 2950
- B. M. P. Verbist W. M. De Borggraeve S. Toppet F. Compernolle G. J. Hoornaert Eur. J. Org. Chem. 2005 2941 2950
- (2005) Eur. J. Org. Chem. , pp. 2941
- Verbist, B.M.P.¹ De Borggraeve, W.M.² Toppet, S.³ Compernolle, F.⁴ Hoornaert, G.J.⁵

21
- 84961982788
- 1878
- F. J. R. Rombouts W. M. De Borggraeve D. Delaere M. Froeyen S. M. Toppet F. Compernolle G. J. Hoornaert Eur. J. Org. Chem. 2003 1868 1878
- (2003) Eur. J. Org. Chem. , pp. 1868
- Rombouts, F.J.R.¹ De Borggraeve, W.M.² Delaere, D.³ Froeyen, M.⁴ Toppet, S.M.⁵ Compernolle, F.⁶ Hoornaert, G.J.⁷

22
- 0028786259
- 12478
- K. J. Buysens D. M. Vandenberghe S. M. Toppet G. J. Hoornaert Tetrahedron 1995 51 12463 12478
- (1995) Tetrahedron , vol.51 , pp. 12463
- Buysens, K.J.¹ Vandenberghe, D.M.² Toppet, S.M.³ Hoornaert, G.J.⁴

23
- 0030022799
- 308
- S. M. Vandenberghe K. J. Buysens L. Meerpoel P. K. Loosen S. M. Toppet G. J. Hoornaert J. Org. Chem. 1996 61 304 308
- (1996) J. Org. Chem. , vol.61 , pp. 304
- Vandenberghe, S.M.¹ Buysens, K.J.² Meerpoel, L.³ Loosen, P.K.⁴ Toppet, S.M.⁵ Hoornaert, G.J.⁶

24
- 15144357944
- 4474
- P. E. J. Sanderson T. A. Lyle K. J. Cutrona D. L. Dyer B. D. Dorsey C. M. McDonough A. M. Naylor-Olsen I. W. Chen Z. G. Chen J. J. Cook C. M. Cooper S. J. Gardell T. R. Hare J. A. Krueger S. D. Lewis J. H. Lin B. J. Lucas E. A. Lyle J. J. Lynch M. T. Stranieri K. Vastag Y. W. Yan J. A. Shafer J. P. Vacca J. Med. Chem. 1998 41 4466 4474
- (1998) J. Med. Chem. , vol.41 , pp. 4466
- Sanderson, P.E.J.¹ Lyle, T.A.² Cutrona, K.J.³ Dyer, D.L.⁴ Dorsey, B.D.⁵ McDonough, C.M.⁶ Naylor-Olsen, A.M.⁷ Chen, I.W.⁸ Chen, Z.G.⁹ Cook, J.J.¹⁰ Cooper, C.M.¹¹ Gardell, S.J.¹² Hare, T.R.¹³ Krueger, J.A.¹⁴ Lewis, S.D.¹⁵ Lin, J.H.¹⁶ Lucas, B.J.¹⁷ Lyle, E.A.¹⁸ Lynch, J.J.¹⁹ Stranieri, M.T.²⁰ more..

25
- 12444325189
- 2325
- M. S. South B. L. Case R. S. Wood D. E. Jones M. J. Hayes T. J. Girard R. M. Lachance N. S. Nicholson M. Clare A. M. Stevens R. A. Stegeman W. C. Stallings R. G. Kurumbail J. J. Parlow Bioorg. Med. Chem. Lett. 2003 13 2319 2325
- (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 2319
- South, M.S.¹ Case, B.L.² Wood, R.S.³ Jones, D.E.⁴ Hayes, M.J.⁵ Girard, T.J.⁶ Lachance, R.M.⁷ Nicholson, N.S.⁸ Clare, M.⁹ Stevens, A.M.¹⁰ Stegeman, R.A.¹¹ Stallings, W.C.¹² Kurumbail, R.G.¹³ Parlow, J.J.¹⁴

26
- 0344201903
- 189
- D. Lamarre P. C. Anderson M. Bailey P. Beaulieu G. Bolger P. Bonneau M. Bos D. R. Cameron M. Cartier M. G. Cordingley A. M. Faucher N. Goudreau S. H. Kawai G. Kukolj L. Lagace S. R. LaPlante H. Narjes M. A. Poupart J. Rancourt R. E. Sentjens R. St George B. Simoneau G. Steinmann D. Thibeault Y. S. Tsantrizos S. M. Weldon C. L. Yong M. Llinas-Brunet Nature 2003 426 186 189
- (2003) Nature , vol.426 , pp. 186
- Lamarre, D.¹ Anderson, P.C.² Bailey, M.³ Beaulieu, P.⁴ Bolger, G.⁵ Bonneau, P.⁶ Bos, M.⁷ Cameron, D.R.⁸ Cartier, M.⁹ Cordingley, M.G.¹⁰ Faucher, A.M.¹¹ Goudreau, N.¹² Kawai, S.H.¹³ Kukolj, G.¹⁴ Lagace, L.¹⁵ Laplante, S.R.¹⁶ Narjes, H.¹⁷ Poupart, M.A.¹⁸ Rancourt, J.¹⁹ Sentjens, R.E.²⁰ more..

27
- 0037164625
- 9666
- X. J. Zhang A. C. Schmitt C. P. Decicco Tetrahedron Lett. 2002 43 9663 9666
- (2002) Tetrahedron Lett. , vol.43 , pp. 9663
- Zhang, X.J.¹ Schmitt, A.C.² Decicco, C.P.³

28
- 0037430465
- 788
- P. W. Glunz B. D. Douty C. P. Decicco Bioorg. Med. Chem. Lett. 2003 13 785 788
- (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 785
- Glunz, P.W.¹ Douty, B.D.² Decicco, C.P.³

29
- 0014211618
- 162
- I. Schechter A. Berger Biochem. Biophys. Res. Commun. 1967 27 157 162
- (1967) Biochem. Biophys. Res. Commun. , vol.27 , pp. 157
- Schechter, I.¹ Berger, A.²

30
- 33845956650
- 1474
- P. Örtqvist S. D. Peterson E. Åkerblom T. Gossas Y. A. Sabnis R. Fransson G. Lindeberg U. H. Danielson A. Karlén A. Sandström Bioorg. Med. Chem. 2007 15 1448 1474
- (2007) Bioorg. Med. Chem. , vol.15 , pp. 1448
- Örtqvist, P.¹ Peterson, S.D.² Åkerblom, E.³ Gossas, T.⁴ Sabnis, Y.A.⁵ Fransson, R.⁶ Lindeberg, G.⁷ Danielson, U.H.⁸ Karlén, A.⁹ Sandström, A.¹⁰

31
- 0037140736
- 6048
- J. J. Yin S. L. Buchwald J. Am. Chem. Soc. 2002 124 6043 6048
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 6043
- Yin, J.J.¹ Buchwald, S.L.²

32
- 22844439029
- 583
- J. Wannberg D. Dallinger C. O. Kappe M. Larhed J. Comb. Chem. 2005 7 574 583
- (2005) J. Comb. Chem. , vol.7 , pp. 574
- Wannberg, J.¹ Dallinger, D.² Kappe, C.O.³ Larhed, M.⁴

33
- 0036412056
- 371
- A. Poliakov I. Hubatsch C. F. Shuman G. Stenberg U. H. Danielson Protein Expr. Purif. 2002 25 363 371
- (2002) Protein Expr. Purif. , vol.25 , pp. 363
- Poliakov, A.¹ Hubatsch, I.² Shuman, C.F.³ Stenberg, G.⁴ Danielson, U.H.⁵

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