5-Chloro-2-methyl-1,8-naphthyridine → HCID 68459144, Verbindung

HRID 2358806

Reaktionsgleichung

Reaktionsgleichung von HRID 2358806
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:12])=[N:7]2.[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:19]([NH2:29])[CH:18]=1)=[O:16]>>[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[C:19]([NH:29][C:2]2[C:3]3[C:8](=[N:7][C:6]([CH3:12])=[CH:5][CH:4]=3)[N:9]=[CH:10][CH:11]=2)[CH:18]=1)=[O:16]

Komponenten

3

Edukt 2

HCID 122663725-Chloro-2-methyl-1,8-naphthyridineHCID 67497797Methyl 2-amino-[1,1'-biphenyl]-4-carboxylate

Produkt 1

HCID 68459144HCID 68459144, Verbindung

Versuchsvorschrift

The product from Example 1d (0.0552 g, 0.309 mmol) was reacted with the product from Example 212c (0.070 g, 0.309 mmol) for 92 h following the procedure of Example 1g giving the crude title compound, which was purified by HPLC with AA. The resulting solid was triturated with 4N HCl in dioxane to generate the hydrochloride salt which was collected by vacuum filtration (0.0747 g, 55%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.72 (s, 3 H) 3.91 (s, 3 H) 6.27 (d, J=6.99 Hz, 1 H) 7.30 (m, J=6.99 Hz, 3 H) 7.52 (m, 2 H) 7.74 (d, J=8.82 Hz, 1 H) 7.79 (d, J=8.09 Hz, 1 H) 8.09 (d, J=1.47 Hz, 1 H) 8.16 (dd, J=7.91, 1.65 Hz, 1 H) 8.30 (d, J=6.99 Hz, 1 H) 9.15 (d, J=8.82 Hz, 1 H) 11.54 (s, 1 H); MS (ESI+) m/z 369.9 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-24bfcdb4f6e94fc5a023258b29e688f6
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07763731B2

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