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

HRID 427496ノート

反応式

HRID 427496 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8b60a32ff297408e940b6e3bfa71a9f6
出典データセット
uspto-grants-2001_11
特許番号
US06313137B1

反応ノート

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