Acetic Acid → 5-Iodo-N,N-dimethylpyridin-2-amine

HRID 2109192노트

반응식

HRID 2109192 반응식
NC1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[H-].[Na+].IC.CC(O)=O.[CH3:17][N:18]([CH:20]=O)[CH3:19]>CCOC(C)=O>[I:8][C:5]1[CH:6]=[CH:7][C:20]([N:18]([CH3:19])[CH3:17])=[N:3][CH:4]=1

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 885792-Pyridinamine, 5-iodo-

생성물 1

HCID 234385795-Iodo-N,N-dimethylpyridin-2-amine

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-amino-5-iodopyridine (1.00 g; 4.55 mmol) in 10 mL of DMF was added 545 mg of 60% NaH (13.6 mmol) and 0.85 mL of iodomethane (13.6 mmol). The mixture was stirred for 14 h, and the mixture was neutralized with 1M HOAc. The mixture was extracted with Et2O, the extract was washed with water and brine, dried with MgSO4, filtered, and concentrated. Chromatography (0-25% EtOAc in hexanes) provided 700 mg (2.82 mmol) of (5-iodo-pyridin-2-yl)-dimethyl-amine.

후처리

  1. extractionThe mixture was extracted with Et2O
  2. washthe extract was washed with water and brine
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-80fed01558de43fd9487a99ecb0df7ea
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514458B2

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