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

HRID 1921309노트

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HRID 1921309 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-48245b33302c4981af23248b9263243b
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08173682B2

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