, 66 (CH), 125.49 (C q ), 125.39 (C q ), vol.124

, MS (ES+) : m/z 313.5 [M] 2+

, Iodure de 2,6-bis((E)-4-(diméthylamino)styryl)-1-méthylpyridin-1-ium (2a) Synthétisé par Dr GRANZHAN Anton

, Synthèse selon le protocole général 2 puis échange d'ion en Br -. Rendement : 66%

, Point de fusion: >310 °C

H. Nmr, 300 MHz, DMSO) ? 8.09 (d, J = 7.6 Hz, 1H), 8.04 -7.87 (m, 2H), 7.66 -7.41 (m, 2H), 7.37 -6.92 (m, 7H)

C. Nmr, DMSO) ? 153.61 (C q ), 144.91 (C q ), 143.81 (C q ), MHz, issue.75

, 6H), 7.25 (d, J = 15.7 Hz, 2H)

C. Nmr, 68 (s), 141.17 (s), 130.61 (s), 121.83 (Cq), 75 MHz, DMSO) ? 153.62 (Cq), 149.69 (Cq), vol.142

H. ,

H. ,

, MS (ES+)

, Iodure de 1-méthyl-2,6-bis((E)-2-(1-méthyl-1H-pyrrol-2-yl)vinyl)pyridin-1-ium, p.13

, -hydroxyéthyl)(méthyl)amino)styryl

, Synthèse selon le protocole général 2. Rendement : 39%. Point de fusion, pp.244-245

H. Nmr, 300 MHz, DMSO) ? 8.32 -8.13 (m, 1H), 8.06 (d, J = 8.1 Hz, 2H), vol.7

C. Nmr, MHz, DMSO) ? 153.65 (C q ), 150.98 (C q )

, 122.26 (C q ), 120.98 (CH), vol.112

, MS

, )-2-(5-méthoxy-1H-indol-3-yl)vinyl

, Synthèse selon le protocole général 2 puis échange d'ion en Cl -. Rendement : 57%

, Point de fusion, pp.295-296

H. Nmr, DMSO) ? 12.35 (s, 1H), 12.06 (s, 1H), 9.05 (s, 1H), 8.58 (d, MHz, vol.15, issue.300

. Hz, m, 2H), 8.30 (d, J = 2.6 Hz, 1H), 8.08 (d, J = 2.6 Hz, 1H

, 56 (s), 139.23 (s), 122.00 (s), 118.82 (s), 118.61 (s), 117.83 (s), 117.30 (s), 116.40 (s), 112.92 (s), 108.70 (s), vol.158

, MS

, Point de fusion, pp.218-219

H. Nmr, 300 MHz, DMSO) ? 8.09 (s, 2H), 7.96 (d, J = 16.1 Hz, 2H), 7.74 -7.61 (m, 6H), 7.58 (d, J = 8.8 Hz, 2H)

C. Nmr, MHz, DMSO) ? 152.67 (Cq), 151.56 (Cq), 151.47 (Cq), vol.150

, MS (ES+)

, )styryl)pyridin-1-ium) (XX-223, 14a)

, Le milieu est porté au reflux pendant 18 h, puis filtré. Le précipité rouge est filtré, lavé à l'éthanol et l'éther, puis dissous dans le MeOH et passé par une colonne contenant l'amberlite IRA-402 (Cl), la colonne est lavée au MeOH. Le solvant est enlevé sous vide et le produit est recristallisé dans le MeOH pour obtenir un solide, p.4

, Point de fusion, pp.236-237

H. Nmr, 300 MHz, DMSO) ? 8.52 (d, J = 6.5 Hz, 2H), 8.29 (s, 2H), 7.93 -7.75 (m, 5H), 7.75 -7.48 (m, 10H), 7.24 -6.93 (m, 4H)

C. Nmr, 75 MHz, DMSO) ? 152.17 (Cq), 151.88 (Cq), 151.73 (Cq)

, 71 (Cq), vol.122, p.41

, MS (ES+)

. Le-chlorure-de-thionyle, 25 mL, 344.6 mmol, 35 eq) et le dimethylformamide (0.35 mL, 9 mmol, 0.9 eq) sont ajoutés à l'acide chelidamique (2 g, 9.94 mmol, 1 eq) séché

H. Rmn, CDCl 3 ), ? (ppm): 8.34 (s, 2H), MHz, issue.300

, -Aminoethoxy)ethyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement, p.50

H. Rmn, 96 (s, 2H), 8.05 (s, 1H), 8.02 (s, 2H), 300 MHz, DMSO) ? 11.29 (s, 2H), 9.36 (d, J = 1.9 Hz, 2H), vol.8

, -Aminoethoxy)ethoxy)ethyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement, p.57

H. Nmr, DMSO), ? (ppm): 11.32 (s, 2H), MHz, vol.9, issue.300

. Hz,

, Aminopropyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement, p.61

H. Nmr, 36 (s, 2H), 8.97 (s, 2H), 300 MHz, DMSO), vol.9

, Un mélange de hydroxybenzaldehyde substitué (40 mmol, 1 eq), de diethylmalonate (12.20 mL, 80 mmol, 2 eq), de pipéridine (3.95 mL, 40 mmol, 1 eq) et d'éthanol (60 mL ) ensuite ajouté (10%, 120 mL), un précipité jaune apparaît

, Acide 7-(diethylamino)coumarin-3-carboxylique Rendement : 70%. Point de fusion, pp.210-215

H. Nmr, 300 MHz, DMSO), ? (ppm): 8.60 (s, 1H), vol.7

. N-hydroxysuccinimidyl, , vol.7, pp.238-239, 2006.

H. Nmr, 31 (s, 1H), 300 MHz, DMSO) ? (ppm): 8.60 (s, 1H), vol.7

, Synthèse des PDC-Coumarines

, Un mélange de dérivé PDC N-amino-substitué (0.5 mmol, 1 eq)

L. Dans-de and . Pyridine, mL) est agité sous argon pendant 24 heures. De l'acétone est ensuite ajoutée (20 mL) , le précipité qui app%araît est récupéré par filtration, lavé à l'acétone (2 x 10 mL) puis à l'éther (2 x 10 mL)

, Diéthylamino)-2-oxo-2H-chromene-3-carboxamido)éthoxy)éthyl)amino)

, N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement : 72%

H. Nmr, DMSO) ? (ppm): 11.23 (s, 2H), MHz, vol.9, issue.300

. Hz,

, 11-hexahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carboxamido)éthoxy)éthyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement, vol.7, p.66, 2006.

H. Nmr, 33 (s, 2H), 8.96 (s, 2H), 8.77 (s, 1H), 8.44 (s, 1H), 8.03 (t, 300 MHz, DMSO) ? (ppm): 11.18 (s, 2H), vol.9

, Méthoxy-2-oxo-2H-chromene-3-carboxamido)éthoxy)éthyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement : 29%. Point de fusion, pp.175-176

H. Nmr, 300 MHz, DMSO) ?(ppm): 11.21 (s, 2H), vol.9

. Hz,

, Diéthylamino)-2-oxo-2H-chromene-3-carboxamido)propyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide Rendement, p.68

H. Nmr, 34 (s, 2H), 8.94 (s, 2H), 8.77 (bs, 1H),8.64 (s, 1H), 300 MHz, DMSO), ? (ppm): 11.26 (s, 2H), vol.9

, Diethylamino)-2-oxo-2H-chromene-3-carboxamido)éthoxy)éthoxy)ethyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide : Rendement, p.48

H. Nmr, 33 (s, 2H), 8.95 (s, 2H), 8.77 (bs, 1H), 8.62 (s,1H), 300 MHz, DMSO), ? (ppm): 11.24 (s, 2H), vol.9

, Rendement : 88%. Point de fusion, pp.239-240

H. Nmr, 61 (s, 2H), 8.80 (s, 1H), 8.77 -8.36 (m, 4H), 300 MHz, DMSO) ? (ppm): 11.69 (s, 2H), vol.10

, MS (ES+) : m/z 409 [M] 2+

, -méthoxy-2-oxo-2H-chromene-3-carboxamido)ethoxy)éthyl)amino)-pyridine-2,6-dicarbonyl)bis(azanediyl))bis(1-méthylquinolin-1-ium, p.1

, Rendement : 29%. Point de fusion, pp.255-256

, 96 (s, 2H), 8.87 (s, 1H), vol.9

, MS (ES+) : m/z 377 [M] 2+

. Hz,

, Point de fusion, pp.195-200

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