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

HRID 2068476노트

반응식

HRID 2068476 반응식
[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

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

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온도
20 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e5415bb0317048769b49d3787c39ea4c
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08298994B2

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