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Triethylamine → Ethyl 4-(methylamino)-2-phenylpyrimidine-5-carboxylate

HRID 842059
ノート
印刷プレビュー

反応式

HRID 842059 の反応式
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.Cl.CN.[CH2:22]([N:24](CC)CC)C>C(O)(C)C>[CH3:22][NH:24][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 239537Ethyl 4-chloro-2-phenylpyrimidine-5-carboxylateHCID 6364545Methylamine hydrochloride

生成物 1

HCID 755249Ethyl 4-(methylamino)-2-phenylpyrimidine-5-carboxylate収率 81.7%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of ethyl 4-chloro-2-phenylpyrimidine-5-carboxylate (10 g), methylamine hydrochloride (2.8 g), triethylamine (8.5 g) and isopropanol (100 ml) is refluxed for six hours. The reaction mixture is concentrated under reduced pressure, and to the residue are added chloroform and water. The chloroform layer is separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform), and recrystallized from ethanol to give ethyl 4-methylamino-2-phenylpyrimidine-5-carboxylate (8 g).

後処理

  1. temperatureis refluxed for six hours
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. additionto the residue are added chloroform and water
  4. customThe chloroform layer is separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by silica gel column chromatography (eluent; chloroform)
  8. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-14c226e23a12466ca13864c53b284880
出典データセット
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06372740B1

反応ノート

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