18-Crown-6 → 2-[3-(3-Ethyl-2-oxo-azepan-3-yl)-phenoxy]-4-imidazol-1-ylmethyl-benzonitrile

HRID 1594858

反応式

HRID 1594858 の反応式
F[C:2]1[CH:9]=[C:8]([CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH2:16]([C:18]1([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([OH:32])[CH:27]=2)[CH2:24][CH2:23][CH2:22][CH2:21][NH:20][C:19]1=[O:25])[CH3:17].[F-].[K+].C1OCCOCCOCCOCCOCCOC1>CC#N>[CH2:16]([C:18]1([C:26]2[CH:27]=[C:28]([CH:29]=[CH:30][CH:31]=2)[O:32][C:2]2[CH:9]=[C:8]([CH2:10][N:11]3[CH:15]=[CH:14][N:13]=[CH:12]3)[CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:24][CH2:23][CH2:22][CH2:21][NH:20][C:19]1=[O:25])[CH3:17]

参加物

6

反応物 4

HCID 2855718-Crown-6HCID 522689Potassium FluorideHCID 21697068Benzonitrile, 2-fluoro-4-(1H-imidazol-1-ylmethyl)-HCID 21706219HCID 21706219、化合物

生成物 1

HCID 110370902-[3-(3-Ethyl-2-oxo-azepan-3-yl)-phenoxy]-4-imidazol-1-ylmethyl-benzonitrile

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-Fluoro-4-imidazol-1-ylmethyl-benzonitrile (as described in Example 1, Step E) (0.065 g, 0.325 mmol), 3-ethyl-3-(3-hydroxy-phenyl)-azepan-2-one (as described in Step B above) (0.076 g, 0.325 mmol), KF.Al2O3 (0.091 g) and 18-Crown-6 (0.008 g, 0.030 mmol) were refluxed in CH3CN (8 mL) under Ar for 72 h. The solution was filtered, concentrated in vacuo, and purified using SiO2 chromatography (0.5-3.0% MeOH/CH2Cl2). The compound was treated with 1N HCl ethereal solution to give the title compound.

後処理

  1. filtrationThe solution was filtered
  2. concentrationconcentrated in vacuo
  3. custompurified
  4. additionThe compound was treated with 1N HCl ethereal solution

出典と根拠

ORDレコード
ord-9098ffd1b25046b9878da1ffb307ece8
出典データセット
uspto-grants-2001_09
特許番号
US06284755B1

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