Ethyl bromopyruvate → Ethyl 5-Chloroimidazo[1,2-a]pyridine-2-carboxylate

HRID 5428

反応式

HRID 5428 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1.Br[CH2:10][C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(O)C>[CH2:15]([O:14][C:12]([C:11]1[N:1]=[C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]2[CH:10]=1)=[O:13])[CH3:16]

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 2062462-Amino-6-chloropyridine

生成物 1

HCID 12428959Ethyl 5-Chloroimidazo[1,2-a]pyridine-2-carboxylate収率 67.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2-amino-6-chloropyridine (6.43 g, 50 mmoles) and ethyl bromopyruvate (9.75 g, 50 mmoles) in ethanol (150 ml) was heated at reflux for 4 hours. After the solvent was removed, chloroform was added to the residue, which was washed in turn with saturated sodium bicarbonate and saturated saline, and then dried over anhydrous magnesium sulfate. After the solvent was concentrated, n-hexane was added to the mixture. Then, the crystals precipitated were filtered off and washed with n-hexane to obtain 7.60 g of the desired product (67.6%, pale yellow crystals).

後処理

  1. temperatureat reflux for 4 hours
  2. customAfter the solvent was removed
  3. additionchloroform was added to the residue, which
  4. washwas washed in turn with saturated sodium bicarbonate and saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationAfter the solvent was concentrated
  7. additionn-hexane was added to the mixture
  8. customThen, the crystals precipitated
  9. filtrationwere filtered off
  10. washwashed with n-hexane

出典と根拠

ORDレコード
ord-aac0c1f80f444f1e85571cb9c0058d96
出典データセット
uspto-grants-1993_09
特許番号
US05244908

関連ノート

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