O-Butylhydroxylamine → N-Butoxy-3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-benzamide

HRID 1012666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1012666
[Cl:1][C:2]1[CH:19]=[C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=2[F:28])[CH:17]=[CH:16][C:3]=1[C:4]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:9]([OH:11])=O)=[O:5].[CH2:29]([O:33][NH2:34])[CH2:30][CH2:31][CH3:32]>>[CH2:29]([O:33][NH:34][C:9](=[O:11])[C:8]1[CH:12]=[CH:13][C:14]([CH3:15])=[C:6]([C:4](=[O:5])[C:3]2[CH:16]=[CH:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=3[F:28])=[CH:19][C:2]=2[Cl:1])[CH:7]=1)[CH2:30][CH2:31][CH3:32]

Komponenten

3

Edukt 2

HCID 3014370O-ButylhydroxylamineHCID 586776023-[2-Chloro-4-(2,4-difluorophenylamino)benzoyl]-4-methylbenzoic acid

Produkt 1

HCID 58677548N-Butoxy-3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-benzamide

Versuchsvorschrift

Compound 424 (100 mg, 0.25 mmol) and O-butyl-hydroxylamine (63 mg, 0.50 mmol) were treated as described for compound 337. Flash chromatography (ethyl acetate/petroleum ether: graduated from 20/80 to 60/40) provided the title compound. 13C NMR (CDCl3) δ 195.4, 165.9, 159.3 (dd), 155.7 (dd), 148.3, 142.0, 139.8, 135.4, 133.8, 131.7, 129.5, 129.1, 128.6, 127.7, 124.6 (dd), 124.1 (dd), 116.2, 112.8, 111.7 (dd), 105.0 (dd), 76.9, 30.1, 20.4, 19.1, 13.8

Quellen und Nachweise

ORD-Eintrag
ord-730fc1ad86c24024999167489580902e
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977387B2

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