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Potassium Carbonate → HCID 59369326、化合物

HRID 1689825
ノート
印刷プレビュー

反応式

HRID 1689825 の反応式
[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=3[Cl:16])[C:5]=2[CH2:17][O:18][CH:19]2[CH2:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH2:3][CH2:2]1.I[C:27]1[CH:37]=[CH:36][C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:29][CH:28]=1.N1CCC[C@H]1C(O)=O.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.[Cu]I>[CH2:34]([O:33][C:31](=[O:32])[C:30]1[CH:36]=[CH:37][C:27]([N:22]2[CH2:23][CH2:24][CH2:25][CH:19]([O:18][CH2:17][C:5]3[C:6]([C:9]4[C:10]([Cl:16])=[CH:11][CH:12]=[CH:13][C:14]=4[Cl:15])=[N:7][O:8][C:4]=3[CH:1]3[CH2:2][CH2:3]3)[CH2:20][CH2:21]2)=[CH:28][CH:29]=1)[CH3:35]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 142891Ethyl 4-iodobenzoateHCID 145742L-ProlineHCID 593693374-((Azepan-4-yloxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole

生成物 1

HCID 59369326HCID 59369326、化合物

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 16 g (42 mmol) of 4-[5-cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-ylmethoxy]-azepane in 40 mL of dimethyl sulfoxide, is added ethyl 4-iodobenzoate (21 g, 67 mmol), proline (2 g, 16.7 mmol) and copper(I) iodide (3.2 g, 16.7 mmol.). The resulting mixture is degassed with nitrogen followed by addition of potassium carbonate (11.6 g, 84 mmol). The reaction mixture is stirred at 100° C. for 14 hours. The mixture is cooled to room temperature and quenched with water. The mixture is extracted with EtOAc, the organics are dried over MgSO4, filtered and concentrated to afford a crude which is purified on silica gel column chromatography (Eluting with Hexanes/EtOAc 8:2), to obtained 17 g of the title racemic compound.

後処理

  1. customThe resulting mixture is degassed with nitrogen
  2. temperatureThe mixture is cooled to room temperature
  3. customquenched with water
  4. extractionThe mixture is extracted with EtOAc
  5. dry with materialthe organics are dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto afford a crude which
  9. customis purified on silica gel column chromatography (Eluting with Hexanes/EtOAc 8:2)
  10. customto obtained 17 g of the title racemic compound

出典と根拠

ORDレコード
ord-e20eaa7a9fe145a2983b04b86059b5bd
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08153624B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート