2-Aminopyridine → 2-Chloromethyl-imidazo(1,2-A)pyridine

HRID 584377노트

반응식

HRID 584377 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:8][CH2:9][C:10](=O)[CH2:11]Cl>C(#N)C>[Cl:8][CH2:9][C:10]1[N:1]=[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]2[CH:11]=1

참가 물질

4

반응물 2

HCID 104392-AminopyridineHCID 107931,3-Dichloroacetone

생성물 1

HCID 9576142-Chloromethyl-imidazo(1,2-A)pyridine수율 34%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-aminopyridine (12.5 g), 1,3-dichloro-2-propanone (17.7 g) and acetonitrile (100 ml) was heated under reflux for 2 hours and concentrated. An aqueous saturated solution of sodium bicarbonate was added to the residue and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain crystals from an ethyl acetate-hexane (3:2, v/v)-eluted fraction. Recrystallization from ethyl acetate-hexane gave 2-chloromethylimidazo[1,2-a]pyridine (7.52 g, yield 34%) as pale-yellow crystals. m.p. 93-94° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationconcentrated
  4. additionAn aqueous saturated solution of sodium bicarbonate was added to the residue
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated
  9. customto obtain crystals from an ethyl acetate-hexane (3:2, v/v)-eluted fraction
  10. customRecrystallization from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-9e398ce4a93e48f8a40c8bd6c3131c00
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924300B2

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