Iodoacetamide → N-{3-[(1-(2-amino-2-oxoethyl)-6-{[(4-methylphenyl)sulfonyl]imino}-1,6-dihydropyridin-3-yl)oxy]-5-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

HRID 1874347

Reaktionsgleichung

Reaktionsgleichung von HRID 1874347
[CH3:1][N:2]1[C:6]([C:7]([NH:9][C:10]2[CH:15]=[C:14]([O:16][C:17]3[CH:18]=[N:19][C:20]([NH:23][S:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)(=[O:26])=[O:25])=[CH:21][CH:22]=3)[CH:13]=[C:12]([CH3:34])[CH:11]=2)=[O:8])=[CH:5][C:4]([CH3:35])=[N:3]1.I[CH2:37][C:38]([NH2:40])=[O:39].C(N(CC)C(C)C)(C)C>CN(C)C=O>[NH2:40][C:38](=[O:39])[CH2:37][N:19]1[C:20](=[N:23][S:24]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH:21]=[CH:22][C:17]([O:16][C:14]2[CH:15]=[C:10]([NH:9][C:7]([C:6]3[N:2]([CH3:1])[N:3]=[C:4]([CH3:35])[CH:5]=3)=[O:8])[CH:11]=[C:12]([CH3:34])[CH:13]=2)=[CH:18]1

Komponenten

5

Edukt 3

HCID 3727IodoacetamideHCID 81531DiisopropylethylamineHCID 577490921,3-dimethyl-N-{3-methyl-5-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide

Produkt 1

HCID 68987360N-{3-[(1-(2-amino-2-oxoethyl)-6-{[(4-methylphenyl)sulfonyl]imino}-1,6-dihydropyridin-3-yl)oxy]-5-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamideAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In the same manner as in Reference Example 5 and using 1,3-dimethyl-N-{3-methyl-5-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide (3.88 g, 7.89 mmol), iodoacetamide (1.90 g, 10.27 mmol), N,N-diisopropylethylamine (1.80 mL, 10.3 mmol) and N,N-dimethylformamide (20 mL) as starting materials, the title compound (3.23 g, 75%) was obtained as a pale-yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-18d8be35a45249c4aacb1dbc70f7159b
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304557B2

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