تفاعل #992774

معادلة التفاعل

2,6-Difluoro-4-morpholin-4-yl-phenylamine

Cyclopent-2-enylacetic acid

N,N-diisopropyl-ethylamine

Ethyl acetate

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title compound

المردود 71.0%

2-Cyclopent-2-enyl-N-(2,6-difluoro-4-morpholin-4-yl-phenyl)-acetamide

المردود 71.0%

المذيبات

N,N-dimethylformamide

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added to the reaction mixture, which
2. 2
   workup.STIRRINGwas stirred at 25° C. under argon for 16 hours
3. 3
   غسيلthe organic phase was washed with saturated aqueous ammonium chloride/water (1:1, 20 mL), water (20 mL), brine/water (1:1, 20 mL)
4. 4
   تجفيفdried over magnesium sulfate
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىpurified by flash chromatography

الإجراء التجريبي

Cyclopent-2-enylacetic acid (0.17 mL), N,N-diisopropyl-ethylamine (0.50 mL) and N-[(dimethylamino)-1H-1,2,3-triazolo-[4,5-b]pyridin-1-yl-methylene]-N-methyl-methanaminium hexafluoro-phosphate N-oxide (0.55 g) were mixed in dry N,N-dimethylformamide (3 mL) and stirred under argon for 2 minutes. 2,6-Difluoro-4-morpholin-4-yl-phenylamine (0.20 g) dissolved in dry N,N-dimethylformamide (2 mL) was added to the reaction mixture, which was stirred at 25° C. under argon for 16 hours. Ethyl acetate (20 mL) was added and the organic phase was washed with saturated aqueous ammonium chloride/water (1:1, 20 mL), water (20 mL), brine/water (1:1, 20 mL), dried over magnesium sulfate, concentrated in vacuo and purified by flash chromatography to furnish 0.21 g (71% yield) of the title compound as a white solid. LC-MS (m/z) 323 (MH+); tR=2.49, (UV, ELSD) 96%, 99%. 1H NMR (500 MHz, DMSO-d6): 1.48 (m, 1H), 2.02 (m, 1H), 2.29 (m, 4H), 3.03 (m, 1H), 3.14 (t, 4H), 3.71 (t, 4H), 5.71 (m, 1H), 5.76 (m, 1H), 6.68 (d, 2H), 9.25 (s, 1H).

المصدر