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Methanol → 8-(2,6-Dimethylbenzylamino)-2-methoxymethyl-3-methyl-imidazo[1,2-a]pyridine

HRID 1006671
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HRID 1006671 반응식
Cl[CH2:2][C:3]1[N:4]=[C:5]2[C:10]([NH:11][CH2:12][C:13]3[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=3[CH3:20])=[CH:9][CH:8]=[CH:7][N:6]2[C:21]=1[CH3:22].[CH3:23][OH:24]>>[CH3:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=1[CH2:12][NH:11][C:10]1[C:5]2[N:6]([C:21]([CH3:22])=[C:3]([CH2:2][O:24][CH3:23])[N:4]=2)[CH:7]=[CH:8][CH:9]=1
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참가 물질

3

반응물 2

HCID 887MethanolHCID 226726282-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine

생성물 1

HCID 185164128-(2,6-Dimethylbenzylamino)-2-methoxymethyl-3-methyl-imidazo[1,2-a]pyridine수율 44%

실험 절차

2-chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine (0.3 g, 0.96 mmol) was solved in methanol (20 ml) and stirred for 20 h. at room temperature and refluxed for 20 min. The solvent was evaporated under reduced pressure and the residue was dissolved in methylene chloride and washed with a bicarbonate solution. The organic layer was separated, dried (Na2SO4) and evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using diethyl ether:petroleum ether (2:1) as eluent and crystallization from diethyl ether:petroleum ether (2:1) gave 0.13 g (44%) of the desired product.

후처리

  1. temperaturerefluxed for 20 min
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionthe residue was dissolved in methylene chloride
  4. washwashed with a bicarbonate solution
  5. customThe organic layer was separated
  6. dry with materialdried (Na2SO4)
  7. customevaporated under reduced pressure
  8. customPurification of the residue by column chromatography on silica gel
  9. customcrystallization from diethyl ether:petroleum ether (2:1)

출처 및 근거

ORD 기록
ord-5c917d510df340b39d88ede126819282
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06790960B2

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