Reaktion #1729634

Reaktionsgleichung

Intermediate 15

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

2-cyclohexylmethoxy-3-methoxybenzaldehyde

sodium ethoxide

→

desired product

Ausbeute 47.1%

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

Ausbeute 47.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Vorschrift

The title compound was prepared by condensation of Intermediate 15 (350 mg, 1.072 mmol) with 2-cyclohexylmethoxy-3-methoxybenzaldehyde (372 mg, 1.501 mmol) in presence of sodium ethoxide (146 mg, 2.147 mmol) in ethanol (15 ml) according to the procedure outlined in Example 24 to give 281 mg of the desired product as a pale yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 1.03-1.10 (m, 2H), 1.18-1.25 (m, 3H), 1.68-1.79 (m, 6H), 3.60-3.68 (m, 2H), 3.77 (s, 3H), 6.81-6.88 (m, 2H), 6.91-6.96 (m, 3H), 7.40-7.46 (m, 5H), 7.98 (d, J=6.3 Hz, 1H), 8.14 (d, J=15.0 Hz, 1H); ESI-MS (m/z) 557.44 (M+H)+.

Quelle