4-Acetylbenzoic Acid → 4-[3E-(2,4-Dimethoxy-5-pyrimidin-5-yl-phenyl)-acryloyl]-benzoic acid

HRID 10638

Reaktionsgleichung

Reaktionsgleichung von HRID 10638
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[CH:7][C:4]=1[CH:5]=O.[C:19]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1)(=[O:21])[CH3:20]>>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[CH:7][C:4]=1/[CH:5]=[CH:20]/[C:19]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1)=[O:21]

Komponenten

3

Edukt 2

HCID 114704-Acetylbenzoic AcidHCID 219809892,4-Dimethoxy-5-pyrimidin-5-yl-benzaldehyde

Produkt 1

HCID 210416134-[3E-(2,4-Dimethoxy-5-pyrimidin-5-yl-phenyl)-acryloyl]-benzoic acidAusbeute 26 %

Versuchsvorschrift

The title compound was prepared by condensing 2,4-dimethoxy-5-pyrimidin-5-yl-benzaldehyde (Ex-31A) and 4-acetylbezoic acid in a similar manner as described in Ex-3. Yellow solid, mp>260° C., 26% yield. 1H-NMR (DMSO-d6) δ 9.11 (s, 1H), 8.96 (s, 2H), 8.13–8.16 (m, 3H), 8.01–8.09 (m, 3H), 7.90 (d, J=15 Hz, 1H), 6.85 (s, 1H), 3.99 (s, 3H), MS m/z=391 ([M+H]+, 100%). HRMS (ES+) Calcd. for C22H18N2O5: 391.1294. Found: 391.1295.

Quellen und Nachweise

ORD-Eintrag
ord-9c3dc3b392cd4438ba117a73b6f01262
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094801B2

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