Cesium carbonate → 2-(2-Dimethylaminomethyl-imidazol-1-yl)-benzoic acid ethyl ester

HRID 1479030

反応式

HRID 1479030 の反応式
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1F)[CH3:2].[NH:13]1[CH:17]=[CH:16][N:15]=[C:14]1[CH2:18][N:19]([CH3:21])[CH3:20].C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O.CC(=O)OCC>[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:13]1[CH:17]=[CH:16][N:15]=[C:14]1[CH2:18][N:19]([CH3:21])[CH3:20])[CH3:2]

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 67953Benzoic acid, 2-fluoro-, ethyl esterHCID 11457689((1H-imidazol-2-yl)methyl)dimethylamine

生成物 1

HCID 896501332-(2-Dimethylaminomethyl-imidazol-1-yl)-benzoic acid ethyl ester収率 18%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
120 °C

実験手順

A mixture of 2-fluoro-benzoic acid ethyl ester (200 mg; 1.19 mmol; 10 eq.), (1H-imidazol-2-ylmethyl)-dimethyl-amine (149 mg; 1.19 mmol; 1 eq.) and cesium carbonate (775 mg; 2.38 mmol; 2 eq.) in DMSO (3 mL) was stirred at 120° C. for 16 hours. The mixture was diluted with EA, washed with water (3×), dried over magnesium sulfate and concentrated in vacuo to afford the title compound (58 mg, 18%) as a white solid. HPLC (max plot) 95.7%; Rt 1.80 min.

後処理

  1. washwashed with water (3×)
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d63f11815a5f4e159cf2a7763df8b5aa
出典データセット
uspto-grants-2016_08
特許番号
US09403835B2

関連ノート

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