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

HRID 1352886ノート

反応式

HRID 1352886 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-5994cf2c81a44c3aa442f51cc0b35534
出典データセット
uspto-grants-2007_05
特許番号
US07220775B2

反応ノート

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