(E)-3-(Dimethylamino)-1-(pyrazin-2-YL)prop-2-EN-1-one → 4-((4-(2-(Tert-butoxycarbonylamino)-4-methylthiazol-5-yl)-pyrimidin-2-ylamino)methyl)benzoic acid

HRID 416282

Reaktionsgleichung

Reaktionsgleichung von HRID 416282
N1C=CN=CC=1C1C=CN=C([NH:13][CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)N=1.C[N:25](/C=C/C(C1C=NC=CN=1)=O)C.[C:37]([NH:44][C:45]1[S:46][C:47]([C:51](=O)/[CH:52]=[CH:53]/[N:54]([CH3:56])C)=[C:48]([CH3:50])[N:49]=1)([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38]>>[C:40]([O:39][C:37]([NH:44][C:45]1[S:46][C:47]([C:51]2[CH:52]=[CH:53][N:54]=[C:56]([NH:13][CH2:14][C:15]3[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:22][CH:23]=3)[N:25]=2)=[C:48]([CH3:50])[N:49]=1)=[O:38])([CH3:41])([CH3:42])[CH3:43]

Komponenten

4

Edukt 3

HCID 5825354(E)-3-(Dimethylamino)-1-(pyrazin-2-YL)prop-2-EN-1-oneHCID 58930506(E)-1-[2-(Boc-Amino-)-4-methylthiazol-5-yl]-3-(dimethylamino)prop-2-en-1-oneHCID 666221674-[(4-Pyrazin-2-yl-pyrimidin-2-ylamino)-methyl]-benzoic acid

Produkt 1

HCID 589304744-((4-(2-(Tert-butoxycarbonylamino)-4-methylthiazol-5-yl)-pyrimidin-2-ylamino)methyl)benzoic acidAusbeute 18 %

Versuchsvorschrift

Following the procedure described for the synthesis of the acid 25a (scheme 6, step 3) but substituting enamino ketone 23a for the enamino ketone 338, title compound was obtained in 18% yield and was used for the next steps without further purification. MS (m/z): 441.50 (calc) 442.3 (MH+) (found).

Quellen und Nachweise

ORD-Eintrag
ord-aeeadea4a66a45d79c56970b509663a4
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088805B2

Verknüpfte Notizen

Wird geladen…