Ammonium Chloride → Methyl-[5-(4-chlorophenyl)-3-methyl-1-(pyrimidin-5-yl)-1h-pyrazol-4-yl]acetate

HRID 2068476ノート

反応式

HRID 2068476 の反応式
[F-].[Cs+].CC(C)([O-])C.[K+].[CH3:9][O:10][C:11](=[O:26])[CH2:12][C:13]1[C:14]([CH3:25])=[N:15][NH:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1.[N:27]1[CH:32]=[C:31](B(O)O)[CH:30]=[N:29][CH:28]=1.[Cl-].[NH4+]>ClCCl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH3:9][O:10][C:11](=[O:26])[CH2:12][C:13]1[C:14]([CH3:25])=[N:15][N:16]([C:31]2[CH:32]=[N:27][CH:28]=[N:29][CH:30]=2)[C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1

参加物

8

反応物 5

HCID 25517Ammonium ChlorideHCID 25953Cesium fluorideHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 23665647Potassium tert-butoxideHCID 178499523HCID 178499523、化合物

生成物 1

HCID 44538001Methyl-[5-(4-chlorophenyl)-3-methyl-1-(pyrimidin-5-yl)-1h-pyrazol-4-yl]acetate

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

0.287 g (2 mmol) of cesium fluoride, 0.103 g (1 mmol) of copper(II) acetate and 0.212 g (2 mmol) of potassium tert-butoxide were added to 0.5 g (2 mmol) of methyl[5-(4-chlorophenyl)-3-methyl-1H-pyrazol-4-yl]acetate in 10 ml of dichloromethane. 0.234 g (2 mmol) of 5-pyrimidinylboronic acid was then added, and the mixture was stirred at 20° C. for 45 h. The mixture was then added to saturated ammonium chloride solution (10 ml) and extracted with dichloromethane. The combined organic phases were dried with magnesium sulfate, filtered and concentrated. The crude product was purified by preparative HPLC. This gave 0.040 g of product (5.8% of theory).

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialThe combined organic phases were dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude product was purified by preparative HPLC

出典と根拠

ORDレコード
ord-e5415bb0317048769b49d3787c39ea4c
出典データセット
uspto-grants-2012_10
特許番号
US08298994B2

反応ノート

読み込み中…