تفاعل #1882146

معادلة التفاعل

(thymin-1-yl)-acetic acid

1-(2-nitro-benzenesulfonyl)-3-methyl-piperazin-2-one HCl salt

PyBOP

N,N-diisopropylethylamine

→

titled compound

المردود 72.0%

3-Methyl-1-(2-nitro-benzensulfonyl)-4-[(thymin-1-yl)acetyl]-piperazin-2-one

المردود 72.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   تركيزthe reaction mixture was concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
3. 3
   غسيلwashed with water
4. 4
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزThe filtrate was concentrated in reduced pressure
7. 7
   أخرىthe residue was purified by column chromatography

الإجراء التجريبي

To a solution of (thymin-1-yl)-acetic acid (55 mg, 0.30 mmol), 1-(2-nitro-benzenesulfonyl)-3-methyl-piperazin-2-one HCl salt (100 mg, 0.30 mmol), and PyBOP (156 mg, 0.45 mmol) in DMF (1 mL) was added N,N-diisopropylethylamine (0.08 mL) at room temperature. After stirring for additional 2 h at 40° C., the reaction mixture was concentrated under reduced pressure. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in reduced pressure and the residue was purified by column chromatography to give the titled compound (100 mg, 72%). 1H NMR (500 MHz; DMSO-d6) δ 11.31 (s, 1H), 8.33 (d, 1H), 8.10 (d, 1H), 8.04˜7.93 (m, 2H), 7.35 (s, 1H), 4.85˜4.60 (m, 2.5H), 4.55˜4.40 (m, 0.5H), 4.20˜4.10 (m, 0.5H), 4.05˜3.90 (m, 1.5H), 3.78˜3.60 (m, 1H), 3.30 (m, 1H), 1.74 (s, 3H), 1.42 (d, 1H), 1.27 (d, 2H).

المصدر