2-Chloro-4-fluorobenzoyl chloride → HCID 69350853, Verbindung

HRID 970748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 970748
[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:12][N:13]([CH3:27])[CH:14]1[CH2:19][CH2:18][C:17]([C:20]2[N:25]=[C:24]([NH2:26])[CH:23]=[CH:22][CH:21]=2)=[CH:16][CH2:15]1>>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH:26][C:24]1[CH:23]=[CH:22][CH:21]=[C:20]([C:17]2[CH2:18][CH2:19][CH:14]([N:13]([CH3:27])[CH3:12])[CH2:15][CH:16]=2)[N:25]=1)=[O:5]

Komponenten

3

Edukt 2

HCID 27365462-Chloro-4-fluorobenzoyl chlorideHCID 588523656-(4-Dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine

Produkt 1

HCID 69350853HCID 69350853, VerbindungAusbeute 78 %

Versuchsvorschrift

Using a method similar to example 1, using 2-chloro-4-fluoro-benzoyl chloride (116 mg, 0.60 mmol) and 6-(4-dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine, isomer 1 (preparation 10, 100 mg, 0.46 mmol) provides of the title compound as a colorless oil (135 mg, 78%): MS (ES): m/z=374.1 (M+H)+; 1HNMR (CDCl3): δ 8.80 (s, br, 1H), 8.19 (d, 1H), 7.69 (m, 2H), 7.18 (m, 2H), 7.05 (m, 1H), 6.64 (m, 1H), 2.70 (m, 1H), 2.46 (m, 3H), 2.36 (s, 6H), 2.16 (m, 2H), 1.54 (m, 1H). Di-hydrochloride salt: Anal. cal'd for C20H21ClFN3O.2HCl: C, 53.77; H, 5.19; N, 9.41. Found: C, 54.13; H, 5.34; N, 9.41.

Quellen und Nachweise

ORD-Eintrag
ord-64c1721752c54565af20dd2151686f69
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07312236B2

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