Piperidine → 2,4-Dichloro-6-(piperidin-1-yl)pyrimidine

HRID 2375470ノート

反応式

HRID 2375470 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C(N(CC)C(C)C)(C)C>O1CCCC1>[Cl:1][C:2]1[N:3]=[C:4]([Cl:9])[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[N:7]=1

参加物

5

反応物 3

HCID 8082PiperidineHCID 773782,4,6-TrichloropyrimidineHCID 81531Diisopropylethylamine

生成物 1

HCID 211012992,4-Dichloro-6-(piperidin-1-yl)pyrimidine収率 59%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2,4,6-trichloropyrimidine (5.0 g, 27 mmol) and piperidine (2.3 g, 27 mmol) in tetrahydrofuran (50 mL) and N,N-diisopropylethylamine (3.5 g, 27 mmol) was stirred at room temperature for 24 hours. The solvent was removed and the crude material was purified by flash chromatography on silica gel. The column was eluted with a gradient of hexane to yield ethyl acetate/hexane (1:4). The eluent was removed, giving 2,4-dichloro-6-(1-piperidinyl)pyrimidine (3.67 g, 15.8 mmol, 59%, Rf=0.58 in ethyl acetate/hexane, 1:4).

後処理

  1. customThe solvent was removed
  2. customthe crude material was purified by flash chromatography on silica gel
  3. washThe column was eluted with a gradient of hexane
  4. customto yield ethyl acetate/hexane (1:4)
  5. customThe eluent was removed

出典と根拠

ORDレコード
ord-2aa7727b12414d3a948b29e0d0269ac4
出典データセット
uspto-grants-2008_12
特許番号
US07465750B2

反応ノート

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