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Njoroge, F. G.; Taveras, A. G.; Kelly, J.; Remiszewski, S.; Mallams, A. K.; Wolin, R.; Afonso, A.; Cooper, A. B.; Rane, D. F.; Liu, Y.; Wong, J.; Vibulbhan, B.; Pinto, P.; Deskus, J.; Alvarez, C. S.; del Rosario, J.; Connolly, M.; Wang, J.; Desai, J.; Rossman, R. R.; Bishop, W. R.; Patton, R.; Wang L.; Kirschmeier, P.; Bryant, M. S.; Nomeir, A. A.; Lin, C. C.; Liu, M.; McPhail, A.; Doll, R. J.; Girijavallabhan, V.; Ganguly, A. K. J. Med. Chem. 1998, 41, 4890.
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Njoroge, F.G.1
Taveras, A.G.2
Kelly, J.3
Remiszewski, S.4
Mallams, A.K.5
Wolin, R.6
Afonso, A.7
Cooper, A.B.8
Rane, D.F.9
Liu, Y.10
Wong, J.11
Vibulbhan, B.12
Pinto, P.13
Deskus, J.14
Alvarez, C.S.15
Del Rosario, J.16
Connolly, M.17
Wang, J.18
Desai, J.19
Rossman, R.R.20
Bishop, W.R.21
Patton, R.22
Wang, L.23
Kirschmeier, P.24
Bryant, M.S.25
Nomeir, A.A.26
Lin, C.C.27
Liu, M.28
McPhail, A.29
Doll, R.J.30
Girijavallabhan, V.31
Ganguly, A.K.32
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(c) After we finished our experiments, two related papers published: Chambers, R. J.; Marfat, A. Synth. Commun. 1997, 515. Najiba, D.; Carpentier, J.-F.; Castanet, Y.; Biot, C.; Brocard, J.; Mortreux, A. Tetrahedron Lett. 1999, 40, 3719.
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Synth. Commun.
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Chambers, R.J.1
Marfat, A.2
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(c) After we finished our experiments, two related papers published: Chambers, R. J.; Marfat, A. Synth. Commun. 1997, 515. Najiba, D.; Carpentier, J.-F.; Castanet, Y.; Biot, C.; Brocard, J.; Mortreux, A. Tetrahedron Lett. 1999, 40, 3719.
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Najiba, D.1
Carpentier, J.-F.2
Castanet, Y.3
Biot, C.4
Brocard, J.5
Mortreux, A.6
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85034139045
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D & O Chemicals, Inc. 401 South Van Brunt Street, Englewood, NJ 07631
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D & O Chemicals, Inc. 401 South Van Brunt Street, Englewood, NJ 07631.
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37049054852
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Heffer, J.P.4
Wilkinson, G.5
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0032570491
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Recently, chrial derivatives of 2,2-bipyridine were used as chiral ligands for palladium reactions: Chelucci, G.; Pinna, G. A.; Saba, A. Tetrahedron: Asymmetry 1998, 9, 531.
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Tetrahedron: Asymmetry
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Pinna, G.A.2
Saba, A.3
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85034134861
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2, 5.0 g (32 mmol) of 2,2-bipyridine, 2.5 L of toluene, 127 mL (1.1 mol) of aniline, and 194 mL (1.4 mol) of DBU. The autoclave was sealed, evacuated, purged with nitrogen, and charged with CO to 80 psi. The mixture was heated to 65°C for about 40 h while keeping the pressure at 80 psi, cooled to 25°C, and filtered through a pad of Celite with aid of water. The layers were separated, and the organic layer was concentrated. Crystallization of the residue from 2-PrOH gave the desired amide in 76-82% isolated yield.The purity of the isolated product was >98% and the solution yield was 90% as determined by HPLC
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2, 5.0 g (32 mmol) of 2,2-bipyridine, 2.5 L of toluene, 127 mL (1.1 mol) of aniline, and 194 mL (1.4 mol) of DBU. The autoclave was sealed, evacuated, purged with nitrogen, and charged with CO to 80 psi. The mixture was heated to 65°C for about 40 h while keeping the pressure at 80 psi, cooled to 25°C, and filtered through a pad of Celite with aid of water. The layers were separated, and the organic layer was concentrated. Crystallization of the residue from 2-PrOH gave the desired amide in 76-82% isolated yield.The purity of the isolated product was >98% and the solution yield was 90% as determined by HPLC.
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