Methyl iodide → 2-(Methylthio)thiazolo[5,4-b]pyridine

HRID 707274

反応式

HRID 707274 の反応式
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[S:3][C:2]=1[SH:10].[C:11](=O)([O-])[O-].[K+].[K+].IC>C1COCC1.C(OCC)(=O)C>[CH3:11][S:10][C:2]1[S:3][C:4]2[C:9]([N:1]=1)=[CH:8][CH:7]=[CH:6][N:5]=2

参加物

6

反応物 3

HCID 6328Methyl iodide2 回HCID 11430Potassium CarbonateHCID 178527801HCID 178527801、化合物

生成物 1

HCID 6998402-(Methylthio)thiazolo[5,4-b]pyridine収率 100%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To the suspension of thiazolo[5,4-b]pyridine-2-thiol (168 mg, 1.0 mmol) in THF (3.3 ml) was added potassium carbonate (193 mg, 1.4 mmol), followed by iodomethane (68.2 μl, 1.1 mmol) dropwise. The reaction mixture was stirred at room temperature for 16 h. Additional iodomethane were mixed in (40 uL) and stirred at room temperature for another 3 h. LCMS showed reaction was complete. The crude reaction mixture was suspended in ethyl acetate and washed with water, then brine, dried over sodium sulfate, filtered, and concentrated to give 2-(methylthio)thiazolo[5,4-b]pyridine (182 mg, 1.0 mmol, 100% yield) as a tan solid.

後処理

  1. stirringstirred at room temperature for another 3 h
  2. customreaction
  3. customThe crude reaction mixture
  4. washwashed with water
  5. dry with materialbrine, dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-687eaacea0954c2181fa4689a4f58028
出典データセット
uspto-grants-2015_11
特許番号
US09174992B2

関連ノート

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