4-Fluorobenzamide → HCID 66762338, Verbindung

Reaktionsgleichung

[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][N:8]=2)=[N:4][C:3]=1[CH2:17][CH2:18]O.FC(F)(F)[C:22]1[CH:23]=[CH:24][C:25]([C:28](=S)[NH2:29])=[N:26][CH:27]=1.C[O:34]C(=O)CC(=O)C(Br)C.FC1C=CC([C:48]([NH2:50])=O)=CC=1>>[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[CH:9][N:8]=2)=[N:4][C:3]=1[CH2:17][CH2:18][NH:50][CH2:48][C:27]([N:26]1[CH2:22][CH2:23][CH2:24][C@H:25]1[C:28]#[N:29])=[O:34]

Komponenten

Edukt 4

HCID 715724-Fluorobenzamide

HCID 27777735-(Trifluoromethyl)pyridine-2-thioamide

HCID 9815681Methyl 4-bromo-3-oxopentanoate

HCID 22563305HCID 22563305, Verbindung

Produkt 1

HCID 66762338HCID 66762338, Verbindung

Versuchsvorschrift

The title compound was prepared in analogy to example 31 (steps A] and C] as outlined for example 31 and step B] according to example 33) starting from 2-[5-methyl-2-(5-trifluoromethyl-pyridin-2-yl)-thiazol-4-yl]-ethanol. This starting material could be prepared from 5-trifluoromethyl-2-pyridinecarbothioamide [CAS 175277-51-7, commercially available] and methyl-4-bromo-3-oxopentanoate with 4-fluoro-benzamide as described in Collins, J. L. et al. J. Med. Chem. 1998, 41, 5037-5054. The compound was obtained as a yellow gum.