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2,4,6-Trichloropyrimidine → 2,6-Dichloropyrimidin-4-yl-(5-isopropyl-1H-pyrazol-3-yl)-amine

HRID 1510399
ノート
印刷プレビュー

反応式

HRID 1510399 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[CH:10]([C:13]1[NH:17][N:16]=[C:15]([NH2:18])[CH:14]=1)([CH3:12])[CH3:11].C(N(C(C)C)CC)(C)C>C(O)CCC>[Cl:1][C:2]1[N:3]=[C:4]([NH:18][C:15]2[CH:14]=[C:13]([CH:10]([CH3:12])[CH3:11])[NH:17][N:16]=2)[CH:5]=[C:6]([Cl:8])[N:7]=1
参加物反応条件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 773782,4,6-TrichloropyrimidineHCID 81531DiisopropylethylamineHCID 27695273-(propan-2-yl)-1H-pyrazol-5-amine

生成物 1

HCID 578664512,6-Dichloropyrimidin-4-yl-(5-isopropyl-1H-pyrazol-3-yl)-amine収率 86.2%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 2,4,6-trichloropyrimidine (1.8 g, 9.8 mmol), 5-isopropyl-1H-pyrazol-3-ylamine (1.25 g, 10.0 mmol), diisopropylethylamine (3 mL, 18 mmol) and 1-butanol (10 mL) was heated to 80° C. for 2 h, at which point LC/MS indicated that the reaction was complete. The solvents were removed on a rotary evaporator and the paste was treated with ethyl acetate. The organic solution was washed with water and brine and dried over magnesium sulfate. The residue was concentrated on a rotary evaporator, and the pale yellow solid that remained was purified via flash chromatography to yield the desired product (2.3 g, 70%) as an off white solid.

後処理

  1. customThe solvents were removed on a rotary evaporator
  2. additionthe paste was treated with ethyl acetate
  3. washThe organic solution was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe residue was concentrated on a rotary evaporator
  6. customthe pale yellow solid that remained was purified via flash chromatography

出典と根拠

ORDレコード
ord-75d5dfc59da147f28eb5bbc5c29ddcd5
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08211929B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート