Triethylamine → 5-bromo-N-ethyl-N-methylpyrimidine-2-carboxamide

HRID 1027703노트

반응식

HRID 1027703 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5]([C:8](Cl)=[O:9])=[N:6][CH:7]=1.[CH2:11]([N:13](CC)[CH2:14]C)[CH3:12].C(NC)C>ClCCl>[Br:1][C:2]1[CH:3]=[N:4][C:5]([C:8]([N:13]([CH2:11][CH3:12])[CH3:14])=[O:9])=[N:6][CH:7]=1

참가 물질

5

실험 절차

5-Bromo-pyrimidine-2-carbonyl chloride (1600 mg, 7.225 mmol) was dissolved in dichloromethane (25 ml) and triethylamine (4.03 ml, 28.9 mmol) was added followed by ethyl-methyl-amine (0.68 mL, 7.92 mmol). The reaction was stirred at room temperature under nitrogen for 16 ours, after which time, LCMS indicated completion. The mixture was diluted with dichloromethane (50 ml) and washed with water (50 ml) followed by 10% citric acid (50 ml) and brine (50 ml). The organic layer was separated and dried over MgSO4, the residue was filtered and the solvent was removed in vacuo to afford the title compound 5-bromo-N-ethyl-N-methylpyrimidine-2-carboxamide (SM-3): (1.4 g, 79.4%) as a brown oil.

후처리

  1. washwashed with water (50 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. filtrationthe residue was filtered
  5. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-0c14297aed774874a82f544e3ae66413
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735396B2

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