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Academic San Diego, CA
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R.J. Sundberg Indoles 1996 Academic San Diego, CA
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Sundberg, R.J.1
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4644315957
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PCT Int. Appl. WO 1999061436, 1999; 106 pp
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Matsuoka, H.1
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4644351520
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U.S. Patent 3,382,245, 1968; 7 pp
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(d) Hansen, H. V.; Klutchko, S.; Meltzer, R. I. U.S. Patent 3,382,245, 1968; 7 pp
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Hansen, H.V.1
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Meltzer, R.I.3
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0012426090
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See, for example: J.-M. Vierfond, Y. Mettey, L. Mascrier-Demagny, and M. Miocque Tetrahedron Lett. 22 1981 1219 1222
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Vierfond, J.-M.1
Mettey, Y.2
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0037448375
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Y. Mettey, M. Gompel, V. Thomas, M. Garnier, M. Leost, I. Cebellos-Picot, M. Noble, J. Endicott, J.-M. Vierfond, and L. Meijer J. Med. Chem. 46 2003 222 236
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4644266411
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Houille, O.16
Damour, D.17
Bouchard, H.18
Bezard, D.19
Carrex, C.20
more..
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26
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4644225596
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PCT Int. Appl. WO 2001047922, 2001; 270 pp
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Cox, P.J.1
Majid, T.N.2
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0000509322
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B.M. Trost I. Fleming Pergamon New York
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Sonogashira, K.1
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36
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0037463514
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C. Koradin, W. Dohle, A.L. Rodriguez, B. Schmid, and P. Knochel Tetrahedron 59 2003 1571 1587
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37
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4644296597
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The material was obtained in good yield by reacting the commercially available 2,3-dichloropyrazine with ammonium hydroxide
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The material was obtained in good yield by reacting the commercially available 2,3-dichloropyrazine with ammonium hydroxide
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45
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0033593964
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N.R. Curtis, J.J. Kulagowski, P.D. Leeson, M.P. Ridgill, F. Emms, S.B. Freedman, S. Patel, and S. Patel Bioorg. Med. Chem. Lett. 9 1999 585 588
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46
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0027295183
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For other heterocondensed pyrroles: D. Wensbo, A. Eriksson, T. Jeschke, U. Annby, S. Gronowitz, and L.A. Cohen Tetrahedron Lett. 34 1993 2823 2826
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0029952317
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0002214383
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51
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4644259904
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note
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Compound 7 was obtained in 66% yield from the reaction of 2,3-dichloropyrazine with methanesulfonamide in DMSO at 115°C. Attempts to make the acetamide or carbamate derivatives failed
-
-
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52
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4644344265
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The analogous N-Ts material also worked in this reaction; however the yields were generally lower and there was a significant amount of uncyclized material present
-
The analogous N-Ts material also worked in this reaction; however the yields were generally lower and there was a significant amount of uncyclized material present
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-
-
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55
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0000621561
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T. Fukuyama, M. Shinmen, S. Nishitani, M. Sato, and I. Ryu Org. Lett. 4 2002 1691 1694
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Fukuyama, T.1
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Sato, M.4
Ryu, I.5
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57
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3543024496
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G. Adjabeng, T. Brenstrum, C.S. Frampton, A.J. Robertson, J. Hillhouse, J. McNulty, and A. Capretta J. Org. Chem. 69 2004 5082 5086
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Adjabeng, G.1
Brenstrum, T.2
Frampton, C.S.3
Robertson, A.J.4
Hillhouse, J.5
McNulty, J.6
Capretta, A.7
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58
-
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4644256083
-
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note
-
3) δ ppm: 12.5 (s, 1H), 8.36 (d, 1H, J = 2.5 Hz), 8.21 (d, 1H, J = 2.6 Hz), 8.02 (d, 2H, J = 7.2 Hz), 7.51 (t, 2H, J = 7.1 Hz), 7.42 (t, 1H, J = 7.2 Hz), 7.15 (d, 1H, J = 1.8 Hz)
-
-
-
-
59
-
-
4644289855
-
-
note
-
The alkylnitrile (entry 3) gave a mixture of cyclized desulfonylated and cyclized sulfonylated material with the major product being the cyclized desulfonylated compound
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