Sodium Iodide → 3-Carboethoxy-2,6-dimethyl-8-(2-ethyl-4-fluoro-6-methylbenzylamino)imidazo[1,2-a]pyridine

HRID 1386098노트

반응식

HRID 1386098 반응식
[NH2:1][C:2]1[C:3]2[N:4]([C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([CH3:12])[N:11]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH2:18]([C:20]1[CH:27]=[C:26]([F:28])[CH:25]=[C:24]([CH3:29])[C:21]=1[CH2:22]Br)[CH3:19].[C:30](=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[CH:16]([O:15][CH:27]([CH3:26])[CH3:20])([CH3:17])[CH3:30].[C:13]([C:9]1[N:4]2[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([NH:1][CH2:22][C:21]3[C:24]([CH3:29])=[CH:25][C:26]([F:28])=[CH:27][C:20]=3[CH2:18][CH3:19])[C:3]2=[N:11][C:10]=1[CH3:12])([O:15][CH2:16][CH3:17])=[O:14]

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 21717327HCID 21717327, 화합물HCID 226725728-Amino-3-carboethoxy-2,6-dimethylimidazo[1,2-a]pyridine

생성물 2

HCID 7914Diisopropyl EtherHCID 217173533-Carboethoxy-2,6-dimethyl-8-(2-ethyl-4-fluoro-6-methylbenzylamino)imidazo[1,2-a]pyridine수율 35%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A stirred mixture of (0.7 g, 3.0 mmol) 8-amino-3-carboethoxy-2,6-dimethylimidazo[1,2-a]pyridine, (0.8 g, 3.5 mmol) 2-ethyl-4-fluoro-6-methylbenzylbromide, (0.7 g, 4.8 mmol) potassium carbonate and (0.1 g) sodium iodide in 15 ml acetonitrile was refluxed over night. After evaporation of the solvent under reduced pressure the residue was dissolved in dichloromethane and washed with water, the organic layer was separated dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluent petroleum ether (40-60):isopropyl ether 7:3 to give 0.4 g, (35%) of the title compound.

후처리

  1. temperaturewas refluxed over night
  2. customAfter evaporation of the solvent under reduced pressure the residue
  3. dissolutionwas dissolved in dichloromethane
  4. washwashed with water
  5. customthe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure
  8. customThe residue was purified by column chromatography on silica gel, eluent petroleum ether (40-60)

출처 및 근거

ORD 기록
ord-c2939ce61ffc4a2dad02096fcc0430c1
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265415B1

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