2-Chloro-6-fluorobenzoyl chloride → HCID 69350870, Verbindung

HRID 970749Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 970749
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[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]=[CH:9][CH:8]=[C:7]([F:11])[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 27365472-Chloro-6-fluorobenzoyl chlorideHCID 588523656-(4-Dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine

Produkt 1

HCID 69350870HCID 69350870, VerbindungAusbeute 45 %

Versuchsvorschrift

Using a method similar to example 1, using 2-chloro-6-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 the free amine of the title compound as a colorless oil (78 mg, 45%): MS (ES): m/z=374.1 (M+H)+; 1H NMR (CDCl3): δ 9.03 (s, br, 1H), 8.26 (d, 1H), 7.73 (t, 1H), 7.30 (m, 1H), 7.19 (d, 1H), 7.09 (d, 1H), 6.98 (dt, 1H), 6.62 (m, 1H), 2.58 (m, 1H), 2.38 (m, 3H), 2.34 (s, 6H), 2.15 (m, 2H), 1.53 (m, 1H). Using a salt formation method similar to that in example 1 provides the di-hydrochloride salt.

Quellen und Nachweise

ORD-Eintrag
ord-050b62a61b9b4794b9776813faf017e1
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07312236B2

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