Methyl 2-(4-bromophenyl)acetate → HCID 136132144, compound

HRID 566359Notes

Reaction equation

HRID 566359 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:8][CH2:9][CH3:10])[N:5]=[C:4]([CH2:17][CH3:18])[C:3]=1[C:19]([NH2:21])=[O:20].[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30](OC)=O)=[CH:25][CH:24]=1.[O-]CC.[Na+].C(=O)([O-])O.[Na+]>ClCCl>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30]2[NH:21][C:19](=[O:20])[C:3]3[C:4]([CH2:17][CH3:18])=[N:5][N:6]([CH:7]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:8][CH2:9][CH3:10])[C:2]=3[N:1]=2)=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 316783Methyl 2-(4-bromophenyl)acetateHCID 516892Sodium BicarbonateHCID 2723922Sodium ethoxideHCID 59932338HCID 59932338, compound

Product 1

HCID 136132144HCID 136132144, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 mg (0.034 mmol) of 5-amino-3-ethyl-1-(4-decyl)-1H-pyrazole-4-carboxamide and 20 mg (0.087 mmol) of methyl 4-bromophenylacetate are refluxed for 6 hours in 0.3 ml of a 0.5M ethanolic sodium ethoxide solution. After dichloromethane and saturated aqueous sodium hydrogen carbonate solution have been added, the phases are separated. Purification by chromatography gives 7 mg (67%) of a solid, Rf=0.69 (dichloromethane/methanol=15:1).

Workup

  1. customthe phases are separated
  2. customPurification by chromatography

Sources & evidence

ORD record
ord-e83da683b07b4e07b65b68521190bab5
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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