Reaktion #1729626

Reaktionsgleichung

Intermediate 15

7-Methyl-6-[4-(trifluoromethoxy)phenyl]-5H-[1,3]thiazolo[3,2-a]-pyrimidin-5-one

2-isobutoxy-3-methoxybenzaldehyde

sodium ethoxide

→

desired product

Ausbeute 33.8%

7-[(E)-2-(2-Isobutoxy-3-methoxyphenyl)-1-ethenyl]-6-[4-(trifluoromethoxy)phenyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

Ausbeute 33.8%

Lösungsmittel

ethanol

Reaktionsbedingungen

Vorschrift

The title compound was synthesized by condensation of Intermediate 15 (350 mg, 1.071 mmol) with 2-isobutoxy-3-methoxybenzaldehyde (312 mg, 1.516 mmol) in the presence of sodium ethoxide (146 mg, 2.147 mmol) in ethanol (15 ml) according to the procedure of Example 24 to give 187 mg of the desired product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 0.90-0.99 (m, 6H), 1.80-1.86 (m, 1H), 3.58-3.65 (m, 2H), 3.77 (s, 3H), 6.85-6.93 (m, 2H), 6.99-7.06 (m, 2H), 7.40-7.50 (m, 5H), 7.96-8.02 (m, 1H), 8.09-8.14 (m, 1H); ESI-MS (m/z) 517.18 (M+H)+.

Quelle