5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine → (5-Methyl-2-phenylsulfanyl-phenyl)-(7-trifluoromethyl-[1,8]naphthyridin-4-yl)-amine

HRID 2197715

Reaktionsgleichung

Reaktionsgleichung von HRID 2197715
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([C:12]([F:15])([F:14])[F:13])=[N:7]2.[CH3:16][C:17]1[CH:18]=[CH:19][C:20]([S:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[C:21]([NH2:23])[CH:22]=1>CCOCC>[CH3:16][C:17]1[CH:18]=[CH:19][C:20]([S:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[C:21]([NH:23][C:2]2[C:3]3[C:8](=[N:7][C:6]([C:12]([F:15])([F:14])[F:13])=[CH:5][CH:4]=3)[N:9]=[CH:10][CH:11]=2)[CH:22]=1

Komponenten

4

Edukt 2

HCID 222852765-chloro-2-(trifluoromethyl)-1,8-NaphthyridineHCID 433496035-Methyl-2-phenylsulfanyl-phenylamine

Produkt 1

HCID 68457784(5-Methyl-2-phenylsulfanyl-phenyl)-(7-trifluoromethyl-[1,8]naphthyridin-4-yl)-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

The product from Example 7d (65 mg, 0.28 mmol) and the product from Example 1f (61.5 mg, 0.28 mmol) was reacted 28 h following the procedure from Example 1g giving the title compound as a hydrochloride salt after trituration with ether giving (131 mg, 99%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 6.43 (d, J=6.99 Hz, 1H) 7.23 (m, 4H) 7.35 (m, 4H) 8.39 (d, J=8.82 Hz, 1H) 8.55 (d, J=6.99 Hz, 1H) 9.48 (d, J=8.46 Hz, 1H) 11.55 (brs, 1H); MS (ESI+) m/z 412 (M−Cl)+; (ESI−) m/z 410 (M−HCl)−.

Quellen und Nachweise

ORD-Eintrag
ord-c21f5efcc4af4c4180d048cdf9723449
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338605B2

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