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

HRID 1039876

反応式

HRID 1039876 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-70deb626fe5c4457b6daf6a44871850d
出典データセット
uspto-grants-2013_10
特許番号
US08551984B2

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