Methyl 2-(4-bromophenyl)acetate → HCID 136132169, compound

HRID 566365Notes

Reaction equation

HRID 566365 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][CH2:18][CH3:19])[C:3]=1[C:20]([NH2:22])=[O:21].[Br:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][C:31](OC)=O)=[CH:26][CH:25]=1.[O-]CC.[Na+].C(=O)([O-])O.[Na+]>ClCCl>[Br:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][C:31]2[NH:22][C:20](=[O:21])[C:3]3[C:4]([CH2:17][CH2:18][CH3:19])=[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:26][CH:25]=1

Participants

6

Reactant 4

HCID 316783Methyl 2-(4-bromophenyl)acetateHCID 516892Sodium BicarbonateHCID 2723922Sodium ethoxideHCID 59932330HCID 59932330, compound

Product 1

HCID 136132169HCID 136132169, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 mg (0.032 mmol) of 5-amino-3-propyl-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 5 mg (53%) 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-a122ed5ce60743e0a59095061af4de3b
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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