Example 6
1- formyl-4- (2-ethoxycarbonyl phenyl and thien-4-yl) - piperazine
Synthesis
1- formyl (3-chloro-2-carboxaldehyde-phenyl-1 -) - -4- piperazine
ethyl thioglycolate
In N 2 protected, at room temperature was added the product of Reference Example 2[1- formyl (3-chloro-2-carboxaldehyde-phenyl-1 -) - -4- piperazine] to DMF (5mL) inside (1.0g, 3.7mmol), ethyl thioglycolate (410mg, 3.80mmol), potassium carbonate (1.38g, 10mmol), the mixture 80 ℃ stirred for 4 hours. Cooling water was added (20mL), ethyl acetate (3 × 5mL) was extracted, dried over anhydrous sodium sulfate, and concentrated to give a solid with petroleum ether (50mL) After beating 1h, filtered to give a pale yellow solid (1.0 g, yield 83%).
1 HNMR (400 MHz, CDCl3): [delta] 8.15 (d, 2H), 7.59 (d, 1H), 7.41 (t, 1H), 6.94 (d, 1H), 4.44 (q, 2H), 3.85 (t, 2H ), 3.68 (t, 2H), 3.21-3.15 (m, 4H), 1.44 (t, 3H) ESI: [M + 1] + = 319.1.
REFERENCE
- WO2015054976 NEW
IDLIB, SYRIA
Syrian internally displaced people walk in the Atme camp, along the Turkish border in the northwestern Syrian province of Idlib, on March 19, 2013. The conflict in Syria between rebel forces and pro-government troops has killed at least 70,000 people, and forced more than one million Syrians to seek refuge abroad. AFP PHOTO/BULENT KILIC (Photo credit should read BULENT KILIC/AFP/Getty Images)
سهل الروج في ريف إدلب وخلفه مدينة إدلب | Sahl al-Rouge (al-Rouge Plain) in the suburbs of Idlib with Idlib city visible in the background
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