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

HRID 1371361
ノート
印刷プレビュー

反応式

HRID 1371361 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 14923Ammonium Hydroxide2 回HCID 142075923,5-Dibromoimidazo[1,2-a]pyrazine

生成物 1

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

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

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 IN 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.

後処理

  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

出典と根拠

ORDレコード
ord-b181ee225a8f4457875217f656dc2c35
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07157460B2

反応ノート

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