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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642421Generated: October 30, 2026

Sodium ethoxide → 4-{7-[(E)-2-(3-Methoxy-2-(2-methoxyethoxy)phenyl]-1-ethenyl}-5-oxo-5H-[1,3]-thiazolo[3,2-a]pyrimidin-6-yl}benzonitrile

https://huagongshe.com/reaction/1642421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant2-(2-Methoxyethoxy)-3-methoxybenzaldehydeHCID 23009886—
ReactantHCID 66752927HCID 66752927—
Product4-{7-[(E)-2-(3-Methoxy-2-(2-methoxyethoxy)phenyl]-1-ethenyl}-5-oxo-5H-[1,3]-thiazolo[3,2-a]pyrimidin-6-yl}benzonitrileHCID 4446808140.3%

Reaction Steps

The title compound was prepared by condensation of Intermediate 4 (350 mg, 1.312 mmol) with 3-methoxy-2-(2-methoxyethoxy)benzaldehyde (385 mg, 1.833 mmol) in presence of sodium ethoxide (178 mg, 2.624 mmol) according to the procedure outlined in Example 9 to afford 243 mg of the desired product as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 3.47-3.53 (m, 2H), 3.70 (s, 3H), 3.78 (s, 3H), 3.99-4.05 (m, 2H), 6.79 (d, J=15.6 Hz, 1H), 6.93-7.01 (m, 3H), 7.50-7.58 (m, 3H), 7.92 (d, J=8.1 Hz, 2H), 8.01 (d, J=4.8 Hz, 1H), 8.22 (d, J=15.9 Hz, 1H); ESI-MS (m/z) 460.50 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-bcc698d4b9ee45b2a395159735c86fa7
Source noteuspto-grants-2012_02