Potassium Carbonate → 1-[6-(4-Methyl-1H-imidazol-1-yl)pyridin-3-yl]ethan-1-one

HRID 505575

反応式

HRID 505575 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][C:12]1[N:13]=[CH:14][NH:15][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH3:11][C:12]1[N:13]=[CH:14][N:15]([C:2]2[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=2)[CH:16]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27796981-(6-Chloropyridin-3-yl)ethan-1-oneHCID 178418800HCID 178418800、化合物

生成物 1

HCID 450967261-[6-(4-Methyl-1H-imidazol-1-yl)pyridin-3-yl]ethan-1-one収率 67.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
110 °C

実験手順

1-(6-chloro-pyridin-3-yl)-ethanone (7.00 g, 45.16 mmol) and 4-methylimidazole (11.11 g, 135.50 mmol) were combined in DMSO (35 ml), before addition of K2CO3. The mixture was heated at 110° C. for 22 h with rapid stirring. The reaction was then cooled to room temperature and poured into ice water (400 ml) with vigorous stirring for 15 min. The resulting precipitate was collected on a filter and washed generously with water. The resulting material was dried in vacuo to yield 19 as a tan solid (6.1 g, 67%). LC/MS: [M+1]+=202.2. C11H11N3O=201.2. 1H NMR (DMSO-d6) 300 MHz δ2.18 (3H, s), 2.63 (3H, s), 7.72 (1H, s), 7.87 (2H, d: J=9.0 Hz), 8.41 (2H, d, J=9.0 Hz), 8.51 (1H, s), 8.98 (1H, s).

後処理

  1. temperatureThe reaction was then cooled to room temperature
  2. customThe resulting precipitate was collected on
  3. filtrationa filter
  4. washwashed generously with water
  5. customThe resulting material was dried in vacuo

出典と根拠

ORDレコード
ord-a7fd66f93a10462ea08814954004a22f
出典データセット
uspto-grants-2010_08
特許番号
US07781442B2

関連ノート

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