2-Butanone, 3-bromo- → 2,3-Dimethyl-8-(2-ethyl-6-methylbenzyloxy)-imidazo[1,2-a]pyridine-6-carboxamide

HRID 427496노트

반응식

HRID 427496 반응식
[NH2:1][C:2]1[C:10]([O:11][CH2:12][C:13]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:20][CH3:21])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=1.Br[CH:23]([CH3:27])[C:24](=O)[CH3:25].C(=O)(O)[O-].[Na+]>C(#N)C>[CH3:27][C:23]1[N:1]=[C:2]2[C:10]([O:11][CH2:12][C:13]3[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=3[CH2:20][CH3:21])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]2[C:24]=1[CH3:25]

참가 물질

5

반응물 3

HCID 131422-Butanone, 3-bromo-HCID 516892Sodium BicarbonateHCID 183574336-Amino-5-(2-ethyl-6-methylbenzyloxy)nicotinamide

생성물 1

HCID 98191772,3-Dimethyl-8-(2-ethyl-6-methylbenzyloxy)-imidazo[1,2-a]pyridine-6-carboxamide수율 35.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

6-amino-5-(2-ethyl-6-methylbenzyloxy)nicotinamide (0.14 g, 0.49 mmol), 3-bromo-2-butanone (0.075 g, 0.49 mmol) and sodium bicarbonate (0.1 g, 1.2 mmol) was added to acetonitrile (3 ml) and was refluxed for 20 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Crystallization from acetonitrile gave 0.058 g (35%) of the title compound.

후처리

  1. temperaturewas refluxed for 20 h
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was purified by column chromatography on silica gel
  4. customCrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-8b60a32ff297408e940b6e3bfa71a9f6
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313137B1

반응 노트

불러오는 중…