Trimethylamine → 3-{4-[3-(2-Cyanophenoxy)phenyl]-2-oxo-pyrrolidin-1-yl}benzamide

HRID 1819351ノート

反応式

HRID 1819351 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:12][N:11]([C:13]3[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=3)[C:16]([NH2:18])=[O:17])[C:10](=[O:22])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1B(O)O)#[N:24].N(C)(C)C>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:12][N:11]([C:13]3[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=3)[C:16]([NH2:18])=[O:17])[C:10](=[O:22])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1)#[N:24]

参加物

6

反応物 3

HCID 1146TrimethylamineHCID 27346102-Cyanophenylboronic acidHCID 688283783-[4-(3-Hydroxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide

生成物 1

HCID 688325043-{4-[3-(2-Cyanophenoxy)phenyl]-2-oxo-pyrrolidin-1-yl}benzamide収率 43.1%

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of 3-[4-(3-hydroxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide (30 mg), 2-cyanobenzeneboronic acid (12 mg), and copper acetate (2 eq) was created in a dry tube. The mixture was dissolved in 2 mL CH2Cl2 followed by the addition of (CH3)3N (3 eq). The mixture was stirred at r.t. for 24 h, and then diluted with 10 mL CH2Cl2. The resulting mixture was filtered and washed with NH4Cl solution, water and brine. After removal of solvent, the residue was purified by preparative LC-MS to give 14 mg of the desired product. Yield: 35%.

後処理

  1. customwas created in a dry tube
  2. filtrationThe resulting mixture was filtered
  3. washwashed with NH4Cl solution, water and brine
  4. customAfter removal of solvent
  5. customthe residue was purified by preparative LC-MS

出典と根拠

ORDレコード
ord-c54a0939a9754739b963499cb54e3d6d
出典データセット
uspto-grants-2009_10
特許番号
US07601742B2

反応ノート

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