Pyridine → 1-(3-chlorophenyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester

HRID 334008ノート

反応式

HRID 334008 の反応式
[Cl:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][CH:7]=1.[NH:11]1[CH:15]=[N:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[N:12]1.N1C=CC=CC=1>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH3:19][O:18][C:16]([C:13]1[N:14]=[CH:15][N:11]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[N:12]=1)=[O:17]

参加物

6

反応物 3

HCID 1049PyridineHCID 2734323(3-Chlorophenyl)boronic acidHCID 178499122HCID 178499122、化合物

生成物 1

HCID 694601791-(3-chlorophenyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 12.1 g (77.1 mmol) 3-chlorophenylboronic acid and 10.0 g (77.1 mmol) methyl 1,2,4-triazole-3-carboxylate in 200 mL DCM was added 19.0 mL (235 mmol) pyridine followed by 14.0 g (77.1 mmol) copper (II) acetate. The reaction mixture was stirred at RT for 3 days, and then filtered over celite. The filtrate was washed with 1M aqueous KHSO4 solution and saturated aqueous bicarbonate solution. The organic layer was dried over sodium sulfate, concentrated in vacuo and dried.

後処理

  1. filtrationfiltered over celite
  2. washThe filtrate was washed with 1M aqueous KHSO4 solution and saturated aqueous bicarbonate solution
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customdried

出典と根拠

ORDレコード
ord-8ee34a94e7244845a4ffc8244b75ae50
出典データセット
uspto-grants-2014_11
特許番号
US08883789B2

反応ノート

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