تفاعل #69832

معادلة التفاعل

2,9-diazaspiro[5.5]undecan-1-one TFA salt

2-chloroquinoxaline

DIPEA

→

title compound

المردود 78.1%

9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one

المردود 78.1%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىwas placed in a microwave tube
2. 2
   أخرىThe tube was sealed
3. 3
   ترشيحThe mixture was filtered
4. 4
   غسيلthe residue washed with ethanol
5. 5
   تركيزThe filtrate was concentrated
6. 6
   ترشيحthe precipitate filtered
7. 7
   غسيلwashed with ethanol
8. 8
   workup.DISSOLUTIONThe combined solid material was dissolved in ethyl acetate
9. 9
   غسيلwashed with water
10. 10
    تجفيفdried over anhydrous sodium sulfate
11. 11
    ترشيحfiltered
12. 12
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

The mixture of 2,9-diazaspiro[5.5]undecan-1-one TFA salt ([1190586-22-1], 1.0 g, 3.5 mmol), 2-chloroquinoxaline ([1448-87-9], 0.77 g, 4.6 mmol), DIPEA (3.7 ml, 21 mmol) and DMAP (22 mg, 0.18 mmol) in ethanol (10 ml) was placed in a microwave tube. The tube was sealed and the suspension was heated at 160° C. for 2 h under microwave conditions. The mixture was filtered and the residue washed with ethanol. The filtrate was concentrated and the precipitate filtered and washed with ethanol. The combined solid material was dissolved in ethyl acetate, washed with water and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 0.81 g (77%) of the title compound as a pale yellow solid which was not further purified. [1H NMR (400 MHz, DMSO-d6) ♀ ppm 8.79 (s, 1H), 7.78 (d, J=7.8 Hz, 1H), 7.53-7.58 (m, 2H), 7.31-7.39 (m, 2H), 4.22 (dt, J=13.5, 4.4 Hz, 2H), 3.37-3.49 (m, 2H), 3.06-3.15 (m, 2H), 1.91-2.05 (m, 2H), 1.75-1.83 (m, 2H), 1.65-1.75 (m, 2H), 1.44-1.55 (m, 2H); LCMS RtB=2.80 min, [M+H]+=297.2].

المصدر