N,N'-Dimethylethylenediamine → HCID 71599013, 화합물

HRID 925626노트

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HRID 925626 반응식
[CH:1]1([N:5]2[CH2:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][C:15](I)=[CH:14][CH:13]=3)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.C[N:20]1[CH:24]=[CH:23][C:22]([C:25]([OH:27])=[O:26])=[CH:21]1.[CH3:28]NCCNC.C(=O)([O-])[O-].[Cs+].[Cs+]>C1(C)C=CC=CC=1.[Cu](I)I.C(Cl)(Cl)Cl>[CH:1]1([N:5]2[CH2:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][C:15]([N:20]4[CH:24]=[CH:23][C:22]([C:25]([O:27][CH3:28])=[O:26])=[CH:21]4)=[CH:14][CH:13]=3)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1

참가 물질

8

반응물 4

HCID 8070N,N'-DimethylethylenediamineHCID 10796Cesium carbonateHCID 101540541-methyl-1H-pyrrole-3-carboxylic acidHCID 675486081-Cyclobutyl-4-(4-iodophenoxy)piperidine

생성물 1

HCID 71599013HCID 71599013, 화합물

시약·촉매·용매 3

HCID 83717Copper iodide촉매HCID 1140Toluene용매HCID 6212Chloroform용매

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온도
110 °C

실험 절차

A suspension of 1-cyclobutyl-4-(4-iodophenoxy)piperidine (3 g; can be synthesized in accordance with the method described in WO2008072703), methyl 1H-pyrrole-3-carboxylic acid (1.75 g), N,N′-dimethylethylenediamine (0.592 g), copper iodide (0.32 g) and cesium carbonate (2.32 g) in toluene (8.4 mL) was stirred at 110° C. for 4 hours. The reaction mixture was left to cool to room temperature and, after adding chloroform, filtered through Celite (registered trademark). The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (NH form silica gel; eluent: n-hexane/ethyl acetate=88/12-0/100) to give the titled compound as a colorless solid (1.42 g).

후처리

  1. customcan be synthesized in accordance with the method
  2. waitThe reaction mixture was left
  3. temperatureto cool to room temperature
  4. filtrationfiltered through Celite (registered trademark)
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe resulting residue was purified by silica gel column chromatography (NH form silica gel; eluent: n-hexane/ethyl acetate=88/12-0/100)

출처 및 근거

ORD 기록
ord-31d8867a572f49cd99d12ce9673aa2bf
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284324B2

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