p-Chlorophenacyl bromide → 6-Bromo-2-(4-chlorophenyl)-8-methylimidazo[1,2-a]pyridine

HRID 1891234ノート

反応式

HRID 1891234 の反応式
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([Br:9])=[CH:4][N:3]=1.Br[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)=O.C(=O)([O-])O.[Na+]>C(O)CC>[Br:9][C:5]1[CH:6]=[C:7]([CH3:8])[C:2]2[N:3]([CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[N:1]=2)[CH:4]=1

参加物

5

反応物 3

HCID 68303p-Chlorophenacyl bromideHCID 1379342-Amino-5-bromo-3-methylpyridineHCID 516892Sodium Bicarbonate

生成物 1

HCID 463071886-Bromo-2-(4-chlorophenyl)-8-methylimidazo[1,2-a]pyridine収率 58.2%

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

反応条件

温度
80 °C

実験手順

1.70 g of 2-amino-5-bromo-3-methylpyridine and 2.13 g of 2-bromo-1-(4-chlorophenyl)ethanone in 75 ml of n-propanol are placed in a round-bottomed flask. 1.08 g of sodium hydrogen carbonate are added. The mixture is heated at 80° C. for 6 h. The reaction mixture is allowed to cool and the solvent is evaporated off under reduced pressure. The residue is taken up between dichloromethane and water, the organic phase is then separated and dried, and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. The solid obtained is triturated from diethyl ether and recovered by filtration. 1.7 g of compound are obtained.

後処理

  1. temperatureto cool
  2. customthe solvent is evaporated off under reduced pressure
  3. customthe organic phase is then separated
  4. customdried
  5. concentrationthe filtrate is concentrated under reduced pressure
  6. customThe residue is purified by silica gel chromatography, elution
  7. customThe solid obtained
  8. customis triturated from diethyl ether
  9. filtrationrecovered by filtration

出典と根拠

ORDレコード
ord-0f03fc37a8334c96a200240e8ede7f50
出典データセット
uspto-grants-2013_08
特許番号
US08507520B2

反応ノート

読み込み中…