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

HRID 1891234노트

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HRID 1891234 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 10311-Propanol용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0f03fc37a8334c96a200240e8ede7f50
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507520B2

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