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Ammonium Hydroxide → 8-Amino-3-bromoimidazo[1,2-a]pyrazine

HRID 457006
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HRID 457006 반응식
[Br:1][C:2]1[N:6]2[C:7](Br)=[CH:8][N:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[NH4+:12].[OH-]>C1COCC1.C(Cl)Cl.Cl>[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([NH2:12])[C:5]2=[N:4][CH:3]=1
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참가 물질

6

반응물 2

HCID 14923Ammonium Hydroxide2회HCID 142075923,5-Dibromoimidazo[1,2-a]pyrazine

생성물 1

HCID 103982908-Amino-3-bromoimidazo[1,2-a]pyrazine수율 50%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

To a solution of 3,5-dibromo-imidazo[1,2-a]pyrazine (D) (500 mg, 1.8 mmol) in THF (4 ml) was added NH4OH (4 ml). The mixture was heated at 50° C. in sealed tube overnight. Additional NH4OH (4 ml) was added to the reaction mixture and was heated at 50° C. in sealed tube overnight. The mixture was then cooled to rt, diluted with DCM (200 ml) and 1N HCl (50 ml). The organic layer was washed with 10N NaOH, brine, dried and concentrated. The residue was purified on a silica gel column to afford 190 mg (yield 50%) of 3-bromo-imidazo[1,2-a]pyrazin-8-ylamine.

후처리

  1. temperaturewas heated at 50° C. in sealed tube overnight
  2. temperatureThe mixture was then cooled to rt
  3. washThe organic layer was washed with 10N NaOH, brine
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified on a silica gel column

출처 및 근거

ORD 기록
ord-52890d81d31a405ab9012a0121fb2a24
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07186832B2

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