Potassium Iodide → 5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-carbaldehyde

HRID 1921309ノート

反応式

HRID 1921309 の反応式
[CH2:1]([C:3]1[CH:4]=[C:5]([C:12]2[S:16][C:15]([CH:17]=[O:18])=[CH:14][CH:13]=2)[C:6]([CH3:11])=[N:7][C:8]=1[O:9]C)[CH3:2].[I-].[K+].Cl[Si](C)(C)C>C(#N)C>[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:11])=[C:5]([C:12]2[S:16][C:15]([CH:17]=[O:18])=[CH:14][CH:13]=2)[CH:4]=1)[CH3:2]

参加物

5

反応物 3

HCID 4875Potassium IodideHCID 6397ChlorotrimethylsilaneHCID 115217765-(5-Ethyl-6-methoxy-2-methylpyridin-3-yl)thiophene-2-carbaldehyde

生成物 1

HCID 588085435-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-carbaldehyde収率 167.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

To a mixture of 5-(5-ethyl-6-methoxy-2-methylpyridin-3-yl)thiophene-2-carbaldehyde (0.7 g, 2.9 mmol) prepared in accordance with the procedures of Step 2 as described above, potassium iodide (1.43 g, 8.6 mmol) and acetonitrile (15 mL) is added chlorotrimethylsilane (1.1 mL, 8.6 mmol) at room temperature then the reaction is heated at 60° C. for 0.5 hr. Solid product begins to form so more solvent is added to facilitate stirring. The solids are collected by filtration, washed with water, with ether and dried to afford 5-(5-ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-carbaldehyde (1.2 g, 61% yield). MS: m/e=248 (M+H).

後処理

  1. customprepared in accordance with the procedures of Step 2
  2. customto form so more solvent
  3. additionis added
  4. filtrationThe solids are collected by filtration
  5. washwashed with water, with ether
  6. customdried

出典と根拠

ORDレコード
ord-48245b33302c4981af23248b9263243b
出典データセット
uspto-grants-2012_05
特許番号
US08173682B2

反応ノート

読み込み中…