1-(2-Hydroxyethyl)piperazine → HCID 43592166, 화합물

HRID 1854701노트

반응식

HRID 1854701 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4](F)[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[OH:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N:23]2[CH2:24][CH2:25][N:20]([CH2:19][CH2:18][OH:17])[CH2:21][CH2:22]2)[CH:3]=1

참가 물질

6

반응물 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 11430Potassium CarbonateHCID 1435174-Bromo-2-fluorobenzaldehyde

생성물 1

HCID 43592166HCID 43592166, 화합물수율 49%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
110 °C

실험 절차

To a suspension of 4-bromo-2-fluorobenzaldehyde (281 μL, 2.37 mmol) and potassium carbonate (328 mg, 2.37 mmol) in 5 mL of dry N,N-dimethylformamide was added 4-(2-hydroxyethyl)piperazine (463 mg, 3.56 mmol) at room temperature. After being stirred at 110° C. for 12 h, the reaction mixture was diluted with ethyl acetate. The solution was washed with water, saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (chloroform/methanol=98/2 to 90/10) to obtain the title compound as a pale yellow powder (364 mg, 49%).

후처리

  1. washThe solution was washed with water, saturated NaHCO3 aqueous solution, brine
  2. dry with materialdried over MgSO4
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated in vacuo
  5. customthe residue was purified by silica gel column chromatography (chloroform/methanol=98/2 to 90/10)

출처 및 근거

ORD 기록
ord-fcb880fc26c340148925f0ad58e6e136
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08962674B2

반응 노트

불러오는 중…