تفاعل #69817

معادلة التفاعل

2,9-diazaspiro[5.5]undecan-1-one hydrochloride

K2CO3

2-chloro quinoxaline

→

solid

المردود 78.3%

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

المردود 78.3%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to rt
2. 2
   تركيزconcentrated under reduced pressure
3. 3
   workup.ADDITIONTo the crude mixture water was added
4. 4
   استخلاصextracted with ethyl acetate
5. 5
   تجفيفThe organic layer was dried over anhydride sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated
8. 8
   أخرىto obtain a yellow solid which
9. 9
   أخرىwas triturated with n-pentane

الإجراء التجريبي

To the stirred solution of 2,9-diazaspiro[5.5]undecan-1-one hydrochloride (2.2 g, 10.78 mmol) in DMF (15 mL) was added K2CO3 (4.45 g, 32.24 mmol) and 2-chloro quinoxaline (1.94 g, 11.82 mmol). The mixture was heated at 60° C. for 18 h. The reaction mixture was cooled to rt and concentrated under reduced pressure. To the crude mixture water was added and extracted with ethyl acetate. The organic layer was dried over anhydride sodium sulfate, filtered and concentrated to obtain a yellow solid which was triturated with n-pentane to yield a yellow solid (2.5 g, 78%). [1H-NMR (DMSO-d6, 300 MHz): δ 8.91 (s, 1H), 7.81 (d, 1H), 7.62-7.55 (m, 2H), 7.42-7.33 (m, 2H), 4.33-4.19 (m, 2H), 3.52-3.33 (m, 2H), 3.20-3.05 (m, 2H), 2.12-1.98 (m, 2H), 1.95-1.64 (m, 4H), 1.59-1.48 (m, 2H); HPLC RtA=3.665 min (97%); LCMS RtA=0.377, [M+H]+=297.1].

المصدر