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

HRID 1352886노트

반응식

HRID 1352886 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5994cf2c81a44c3aa442f51cc0b35534
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220775B2

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