N,N'-Dimethylethylenediamine → HCID 71599013、化合物

HRID 925626ノート

反応式

HRID 925626 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 71599013HCID 71599013、化合物

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 1140Toluene溶媒HCID 6212Chloroform溶媒

反応条件

温度
110 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-31d8867a572f49cd99d12ce9673aa2bf
出典データセット
uspto-grants-2016_03
特許番号
US09284324B2

反応ノート

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