Water → 5-Bromo-8-(4-methylpiperazin-1-yl)tetrazolo[1,5-a]pyrazine

HRID 535708노트

반응식

HRID 535708 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[C:9]3[N:10]([N:14]=[N:15][N:16]=3)[CH:11]=[CH:12][N:13]=2)[CH2:4][CH2:3]1.[Br:17]N1C(=O)CCC1=O.O.C(N(CC)CC)C>C(O)(=O)C>[Br:17][C:11]1[N:10]2[N:14]=[N:15][N:16]=[C:9]2[C:8]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[N:13][CH:12]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 67184N-bromobutanimide2회HCID 866961468-(4-Methylpiperazin-1-yl)tetrazolo[1,5-a]pyrazine

생성물 1

HCID 866961475-Bromo-8-(4-methylpiperazin-1-yl)tetrazolo[1,5-a]pyrazine수율 100%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
35 °C

실험 절차

8-(4-Methylpiperazin-1-yl)tetrazolo[1,5-a]pyrazine (100 g, 0.456 mol, 1.0 eq.) was suspended in acetic acid (110 ml) under nitrogen and stirred at 35° C. until a solution was obtained. The solution was cooled to 16° C. and N-Bromosuccinimide (82.14 g, 0.461 mol, 1.01 eq.) is added at such a rate that the temperature of the reaction was maintained at 14-18° C. The reaction was monitored and additional aliquots of N-bromosuccinimide added as necessary to ensure conversion was ≧99.5% after 2-3 hours stirring at 20° C. stirring. Water was added, and the solution is cooled to 13° C. The pH of the suspension is adjusted to 8.3-8.5 by addition of triethylamine. The resulting suspension was filtered, washed with water, and dried to afford the desired product (136.02 g, 100% yield).

후처리

  1. customwas obtained
  2. temperatureThe solution was cooled to 16° C.
  3. temperaturewas maintained at 14-18° C
  4. customafter 2-3 hours
  5. stirringstirring at 20° C.
  6. stirringstirring
  7. temperaturethe solution is cooled to 13° C
  8. filtrationThe resulting suspension was filtered
  9. washwashed with water
  10. customdried

출처 및 근거

ORD 기록
ord-8350dc92155848e1a3bc2244bafb2b62
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859550B2

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