Water → 3-Bromo-5-chloro-1H-pyrrolo(2,3-b)pyridine

HRID 877936ノート

反応式

HRID 877936 の反応式
[Br:1]Br.[Cl:3][C:4]1[CH:5]=[C:6]2[CH:12]=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1.O>C(Cl)(Cl)Cl>[Br:1][C:12]1[C:6]2[C:7](=[N:8][CH:9]=[C:4]([Cl:3])[CH:5]=2)[NH:10][CH:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 24408BromineHCID 242292135-Chloro-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 272827223-Bromo-5-chloro-1H-pyrrolo(2,3-b)pyridine収率 69%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of bromine (3.5 ml) in chloroform (40 ml) was added dropwise to an ice-cold solution of the 5-chloro-1H-pyrrolo[2,3-b]pyridine (3) (10 g, 65 mM) in chloroform (260 ml). The reaction mixture was stirred for 60 minutes at 0° C. The reaction mixture was then hydrolysed with water and the pH of the solution was adjusted to 10. The resulting solid was removed by filtration, and the aqueous was extracted with dichloromethane. The organic was washed with water, dried over magnesium sulfate and concentrated in vacuo to afford the title compound (10.5 g, 69%). 1H NMR (DMSO-d6) 7.8 (1H, s), 7.9 (1H, s), 8.3 (1H, s)

後処理

  1. customThe resulting solid was removed by filtration
  2. extractionthe aqueous was extracted with dichloromethane
  3. washThe organic was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-40a04e16cbcc40758759ab6174f32eee
出典データセット
uspto-grants-2015_03
特許番号
US08987454B2

反応ノート

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