N-bromobutanimide → 5-Bromo-4-fluoropyridin-2-amine

HRID 595849ノート

反応式

HRID 595849 の反応式
[F:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.C1C(=O)N([Br:16])C(=O)C1>C(#N)C>[Br:16][C:7]1[C:2]([F:1])=[CH:3][C:4]([NH2:8])=[N:5][CH:6]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 183278082-Amino-4-fluoropyridine

生成物 1

HCID 579174075-Bromo-4-fluoropyridin-2-amine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

To a solution of 4-fluoropyridin-2-amine (400 mg, 3.57 mmol) in acetonitrile (35. 7 mL) was added NBS (648 mg, 3.64 mmol) in three portions at 0° C. The reaction mixture was stirred at 0° C. for 20 min. LCMS showed the reaction complete. After quenched with sat Na2S2O3 and NaHCO3, stirred for 30 min. The reaction mixture was extracted with EtOAc 3 times. Washed by sat NaHCO3, water and brine. Dried and concentrated. The crude material was triturated with ether and taken to the next step without further purification. LCMS (m/z): 192.9 (MH+), 0.32 min.

後処理

  1. customthe reaction complete
  2. customAfter quenched with sat Na2S2O3 and NaHCO3
  3. stirringstirred for 30 min
  4. extractionThe reaction mixture was extracted with EtOAc 3 times
  5. washWashed
  6. customDried
  7. concentrationconcentrated
  8. customThe crude material was triturated with ether
  9. customtaken to the next step without further purification
  10. custom192.9 (MH+), 0.32 min.

出典と根拠

ORDレコード
ord-b72c715eb5734b23879523d7ca3a1739
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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