Hexane → Tert-butyl 4-(5-ethylpyrimidin-2-yl)piperazine-1-carboxylate

HRID 271558

반응식

HRID 271558 반응식
[N:1]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:11]1[N:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][N:12]=1.CCC[CH2:22][CH2:23][CH3:24].[CH3:25]COC(C)=O>CCO.C(N(CC)CC)C>[C:23]([O:8][C:7]([N:1]1[CH2:6][CH2:5][N:4]([C:11]2[N:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][N:12]=2)[CH2:3][CH2:2]1)=[O:9])([CH3:22])([CH3:24])[CH3:25]

참가 물질

7

반응물 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 131766Piperazine-1-carboxylic acidHCID 35727632-Chloro-5-ethylpyrimidine

생성물 1

HCID 53305712Tert-butyl 4-(5-ethylpyrimidin-2-yl)piperazine-1-carboxylate수율 41%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8471Triethylamine용매

실험 절차

To piperazine-1-carboxylic acid .tert.-butyl ester (3.543 mmol) in EtOH (13 ml), triethylamine (1.5 ml) and 2-chloro-5-ethyl-pyrimidine (3.540 mmol) are added. The mixture is refluxed with stirring for 6 h. After cooling at room temperature, the reaction mixture is quenched with an ice water and extracted with AcOEt. The organic layer is washed with brine, dried over magnesium sulfate and concentrated to give the product in 41% yield. Rf=0.45 (n-hexane:AcOEt=10:1) 1H NMR(400 MHz, CDCl3) δ 1.19 (t, 3H), 1.49 (s, 9H), 2.47 (q, 2H), 3.49 (dd, 4H), 3.76 (dd, 4H), 8.18 (s, 2H)

후처리

  1. temperatureThe mixture is refluxed
  2. customthe reaction mixture is quenched with an ice water
  3. extractionextracted with AcOEt
  4. washThe organic layer is washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customto give the product in 41% yield

출처 및 근거

ORD 기록
ord-89bb9428f6594941ac30e5acc50f4b5d
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452886B2

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