Acetic Acid → N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine

HRID 410386

반응식

HRID 410386 반응식
C(O)(=O)C.Cl[C:6]1[N:11]=[C:10]([CH3:12])[CH:9]=[CH:8][N:7]=1.[Br:13][C:14]1[CH:15]=[C:16]([CH:18]=[C:19]([CH3:21])[CH:20]=1)[NH2:17]>O1CCOCC1>[Br:13][C:14]1[CH:15]=[C:16]([NH:17][C:6]2[N:11]=[C:10]([CH3:12])[CH:9]=[CH:8][N:7]=2)[CH:18]=[C:19]([CH3:21])[CH:20]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 30185263-Bromo-5-methylanilineHCID 116296072-Chloro-4-methylpyrimidine

생성물 1

HCID 67249356N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine수율 100%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
120 °C

실험 절차

Acetic acid (0.234 mL, 4.08 mmol) was added to 2-chloro-4-methylpyrimidine (0.5 g, 3.89 mmol) and 3-bromo-5-methylaniline (1.096 g, 3.89 mmol) suspended in dioxane (7.78 mL). The reaction was heated to 120° C. overnight. Then, the reaction was cooled to room temperature and was directly purified by column chromatography on silica gel eluting with ethyl acetate/hexanes to give N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine (1.08 g, 3.89 mmol, quant.) as a white solid. MS ESI: [M+H]+ m/z 278.0 and 280.0.

후처리

  1. temperatureThen, the reaction was cooled to room temperature
  2. customwas directly purified by column chromatography on silica gel eluting with ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-80801a69e5eb414c81f1d3da73352061
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759366B2

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