Piperazine → HCID 23194053, 화합물

HRID 263916노트

반응식

HRID 263916 반응식
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH:8]1[C:20]2[NH:19][C:18](=[O:21])[C:17](=[O:22])[NH:16][C:15]=2[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2>O1CCCC1>[N:1]1([CH:8]2[C:20]3[NH:19][C:18](=[O:21])[C:17](=[O:22])[NH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 4837Piperazine2회HCID 19035982HCID 19035982, 화합물

생성물 1

HCID 23194053HCID 23194053, 화합물수율 35.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Piperazine (1.1 g, 12.8 mmol) was suspended in 15 ml of dry tetrahydrofuran at -20° C. 9-Chloro-9H-indeno[1,2-b]pyrazine-2,3(1H, 4H)-dione (1.5 g, 6.4 mmol) was added over 25 min. and the temperature was slowly rised to room temperature while stirring. After 20 hours another portion of piperazine (0.55 g, 6.4 mmol) was added and stirring was continued for 72 hours. The reaction mixture was evaporated in vacuo to dryness and the remanence was suspended in 10 ml 6M HCl. The product was filtered off and washed with 1M HCl and dried to give 1.7 g of the crude product, which was purified by dissolving in aqueous sodium hydroxide and precipitated by adding to hydrochloric acid. The procedure was repeated and the product was finally washed with ethanol and dried to give 0.64 g (27%) of the title compound as a hydrochloride. M.p. 259°-263° C. 1H-NMR (DMSO-d6, δ): 2.65-3.15 (m, 8H), 4.7 (s, 1H), 7.17 (t, 1H), 7.34 (t, 1H), 7.45 (d, 1H), 7.57 (d, 1H), 8.93 (s, 2H), 11.8 (s, 1H), 12.3 (s, 1H).

후처리

  1. customwas slowly rised to room temperature
  2. stirringstirring
  3. customThe reaction mixture was evaporated in vacuo to dryness
  4. filtrationThe product was filtered off
  5. washwashed with 1M HCl
  6. customdried
  7. customto give 1.7 g of the crude product, which
  8. customwas purified
  9. dissolutionby dissolving in aqueous sodium hydroxide
  10. customprecipitated
  11. additionby adding to hydrochloric acid
  12. washthe product was finally washed with ethanol
  13. customdried

출처 및 근거

ORD 기록
ord-c94fcf6515fd4f18b30147b9407502c5
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646146

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