Potassium Carbonate → 3-(2-Butynyl)-4-chloro-3H-imidazo[4,5-c]pyridine

HRID 501436

反応式

HRID 501436 の反応式
[Cl:1][C:2]1[C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1.Br[CH2:12][C:13]#[C:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[CH2:12]([N:8]1[C:7]2[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][C:6]=2[N:10]=[CH:9]1)[C:13]#[C:14][CH3:15]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 27568621-Bromo-2-butyneHCID 53733644-Chloro-1H-imidazo[4,5-c]pyridine

生成物 1

HCID 230707293-(2-Butynyl)-4-chloro-3H-imidazo[4,5-c]pyridine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2.0 μg of 4-chloro-1H-imidazo[4,5-c]pyridine, 1.37 ml of 1-bromo-2-butyne, and 1.98 g of potassium carbonate were suspended in 15 ml of N,N-dimethylformamide, and the suspension was stirred at room temperature for 18 hours. The reaction solution was diluted with ethyl acetate, and washed with water. The organic layer was dried over anhydrous magnesium sulfate, then filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 1.79 g of a 1:1 mixture consisting of the title compound and the compound alkylated at the 1-position was obtained from the fraction eluted with hexane-ethyl acetate (1:2).

後処理

  1. washwashed with water
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography
  6. customwas obtained from the fraction
  7. washeluted with hexane-ethyl acetate (1:2)

出典と根拠

ORDレコード
ord-4e79662faa7b4275ba4d474640fe3eaf
出典データセット
uspto-grants-2010_08
特許番号
US07772226B2

関連ノート

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