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

HRID 5428

반응식

HRID 5428 반응식
[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]

참가 물질

4

반응물 2

HCID 66144Ethyl bromopyruvateHCID 2062462-Amino-6-chloropyridine

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-aac0c1f80f444f1e85571cb9c0058d96
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244908

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