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

HRID 334008노트

반응식

HRID 334008 반응식
[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]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 2734323(3-Chlorophenyl)boronic acidHCID 178499122HCID 178499122, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8ee34a94e7244845a4ffc8244b75ae50
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883789B2

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