Triethylamine → 8-Amino-2,3,6-trimethylimidazo[1,2-a]pyridine

HRID 1369583노트

반응식

HRID 1369583 반응식
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([CH3:9])=[CH:4][N:3]=1.Br[CH:11]([CH3:15])[C:12](=O)[CH3:13].C(N(CC)CC)C>C(O)C>[NH2:8][C:7]1[C:2]2[N:3]([C:11]([CH3:15])=[C:12]([CH3:13])[N:1]=2)[CH:4]=[C:5]([CH3:9])[CH:6]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 131422-Butanone, 3-bromo-2회HCID 107018255-Methylpyridine-2,3-diamine

생성물 1

HCID 226726328-Amino-2,3,6-trimethylimidazo[1,2-a]pyridine수율 37.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2,3-diamino-5-methylpyridine (2.0 g, 16 mmol) in ethanol (100 ml) was added 3-bromo-2-butanon (2.4 g, 16 mmol). The reaction mixture was refluxed for 16 h. An additional amount of 3-bromo-2-butanon (1.0 g 6.7 mmol) and triethylamine (1.0 g, 9.9 mmol) were added and the mixture was refluxed for 2 h. The ethanol was evaporated under reduced pressure and the residue was treated with methylene chloride and a solution of bicarbonate. The organic layer was separated, dried over sodium sulfate and evaporated under reduced pressure. The oily residue was purified by column chromatography on silica gel, using methanol:methylene chloride (1: 20) as eluent to give the desired product (1.05 g, 37%).

후처리

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. temperaturethe mixture was refluxed for 2 h
  3. customThe ethanol was evaporated under reduced pressure
  4. additionthe residue was treated with methylene chloride
  5. customThe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure
  8. customThe oily residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-2847fba86684417ab7c39c85bc5cfcf5
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06579884B1

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