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

HRID 707274

반응식

HRID 707274 반응식
[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

참가 물질

6

반응물 3

HCID 6328Methyl iodide2회HCID 11430Potassium CarbonateHCID 178527801HCID 178527801, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-687eaacea0954c2181fa4689a4f58028
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174992B2

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