Morpholine → 2-(2,6-Dimethyl-4-morpholin-4-yl-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

HRID 1513221ノート

反応式

HRID 1513221 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[N:9]=[C:10]([C:12]3[C:17]([CH3:18])=[CH:16][C:15](OS(C(F)(F)F)(=O)=O)=[CH:14][C:13]=3[CH3:27])[NH:11][C:7]=2[CH:6]=1)=[O:4].[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.O.CCCCCCC.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:29]=[CH:28][C:8]2[N:9]=[C:10]([C:12]3[C:13]([CH3:27])=[CH:14][C:15]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)=[CH:16][C:17]=3[CH3:18])[NH:11][C:7]=2[CH:6]=1)=[O:4]

参加物

8

反応物 3

HCID 8083MorpholineHCID 62657Potassium Phosphate, TribasicHCID 866328162-(2,6-Dimethyl-4-trifluoromethanesulfonyloxy-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

生成物 1

HCID 669663972-(2,6-Dimethyl-4-morpholin-4-yl-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

試薬・触媒・溶媒 4

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 962Water溶媒HCID 1140Toluene溶媒HCID 8900Heptane溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 2.4 g of 2-(2,6-Dimethyl-4-trifluoromethanesulfonyloxy-phenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester in 6 ml of toluene was added 4 ml of morpholine, 280 mg of Pd2(dba)3, 400 mg of P(biphenyl)t -Bu2 and 2.0 g of K3PO4. The reaction vessel sealed and heated at 80° C. overnight. The reaction was cooled to room temperature and diluted with water and heptane. The resulting precipitates were collected by filtration, washed with water and dried to afford the title compound. LCMS retention T=1.14 min, m/z=366.2, Method 10.

後処理

  1. customThe reaction vessel sealed
  2. temperatureThe reaction was cooled to room temperature
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-f028f19ac43b4fe192fb6ae8f3a09cce
出典データセット
uspto-grants-2012_07
特許番号
US08217065B2

反応ノート

読み込み中…