4-(Methylsulfonyl)aniline → HCID 67481559, Verbindung

HRID 472407Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 472407
Cl[C:2]1[N:24]=[C:5]2[C:6]([NH:10][CH2:11][C:12]3[C:13]([N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])=[N:14][CH:15]=[CH:16][CH:17]=3)=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[CH3:25][S:26]([C:29]1[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=1)(=[O:28])=[O:27].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)CCCCC1>>[CH3:25][S:26]([C:29]1[CH:34]=[CH:33][C:32]([NH:35][C:2]2[N:24]=[C:5]3[C:6]([NH:10][CH2:11][C:12]4[C:13]([N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])=[N:14][CH:15]=[CH:16][CH:17]=4)=[CH:7][CH:8]=[CH:9][N:4]3[N:3]=2)=[CH:31][CH:30]=1)(=[O:27])=[O:28]

Komponenten

4

Edukt 3

HCID 796174-(Methylsulfonyl)anilineHCID 249469872,2'-Bis(dicyclohexylphosphino)-1,1'-biphenylHCID 67478948N-{3-[(2-Chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino)-methyl]-pyridin-2-yl}-N-methyl-methanesulfonamide

Produkt 1

HCID 67481559HCID 67481559, Verbindung

Versuchsvorschrift

N-(3-{[2-(4-Methanesulfonyl-phenylamino)-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino]-methyl}-pyridin-2-yl)-N-methyl-methanesulfonamide was prepared from N-{3-[(2-chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino)-methyl]-pyridin-2-yl}-N-methyl-methanesulfonamide (75.0 mg, 0.204 mmol) and 4-methanesulfonyl-phenylamine (39.0 mg, 0.228 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (25.0 mg, 0.0457 mmol) as the ligand in a manner analogous to Example 2d. Product isolated as a tan foam (0.009 g, 9%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.43 (dd, J=4.6, 1.4 Hz, 1H), 7.92-7.83 (m, 4H), 7.76 (d, J=8.8 Hz, 2H), 7.29 (dd, J=7.7, 4.7 Hz, 1H), 7.12 (s, 1H), 6.74 (t, J=7.5 Hz, 1H), 6.38 (d, J=7.7 Hz, 1H), 5.37 (t, J=6.4 Hz, 1H), 4.78 (d, J=6.3 Hz, 2H), 3.33 (s, 3H), 3.10 (s, 3H), 3.05 (s, 3H). MS=502 (MH)+.

Quellen und Nachweise

ORD-Eintrag
ord-3cdcc31a40a8444d91571e9e5aafdab9
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633173B2

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