تفاعل #577368

معادلة التفاعل

1-pyridin-2-ylpiperazine

paraformaldehyde

cyclohexanecarboxylic acid amide

potassium carbonate

→

pure compound

المردود 99.2%

N-{[4-(2-pyridinyl)-1-piperazinyl]methyl}cyclohexanecarboxamide

المردود 99.2%

المذيبات

ethyl alcohol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةto reflux under nitrogen overnight
3. 3
   ترشيحfiltered
4. 4
   أخرىthe solvent was removed under reduced pressure
5. 5
   أخرىThe residue was purified by flash column chromatography on silica gel (10% methanol:ethyl acetate)

الإجراء التجريبي

A mixture of 1-pyridin-2-ylpiperazine (16 mg, 0.1 mmol, Aldrich), paraformaldehyde (30 mg, 1 mmol), cyclohexanecarboxylic acid amide (64 mg, 0.5 mmol, Aldrich), and 42 mg of potassium carbonate (0.3 mmol) in 2 mL absolute ethyl alcohol was heated to reflux under nitrogen overnight. The mixture was cooled to room temperature, filtered, and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel (10% methanol:ethyl acetate) to give 30 mg (66%) pure compound. 1H NMR (500 MHz, DMSO-d6) δ 1.05-1.40 (m, 5H), 1.59-1.68 (m, 5H), 2.15 (m, 1H), 2.48 (m, 4H), 3.45 (t, J=4 Hz, 4H), 3.95 (d, J=5 Hz, 1H), 6.62 (t, J=6 Hz, 1H), 6.81 (d, J=6 Hz, 1H), 7.53 (t, J=6 Hz, 1H), 8.01 (t, J=5 Hz, 1H), 8.10 (d, J=5 Hz, 1H); MS (ESI/APCI−) m/e 301 (M−H)+.

المصدر