Sodium Bicarbonate → HCID 136132159, compound

HRID 566357Notes

Reaction equation

HRID 566357 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]([CH3:17])[C:3]=1[C:18]([NH2:20])=[O:19].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH2:33][C:34](OC)=O)[CH:26]=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30].CC(C)([O-])C.[K+].C(=O)([O-])O.[Na+]>ClCCl>[CH3:32][O:31][C:27]1[CH:26]=[C:25]([CH:24]=[C:23]([O:22][CH3:21])[C:28]=1[O:29][CH3:30])[CH2:33][C:34]1[NH:20][C:18](=[O:19])[C:3]2[C:4]([CH3:17])=[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]=2[N:1]=1

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 11107458Methyl 2-(3,4,5-trimethoxyphenyl)acetateHCID 23665647Potassium tert-butoxideHCID 59932332HCID 59932332, compound

Product 1

HCID 136132159HCID 136132159, compoundYield 29.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6 mg (0.021 mmol) of 5-amino-3-methyl-1-(4-decyl)-1H-pyrazole-4-carboxamide and 20 mg (0.083 mmol) of methyl 3,4,5-trimethoxyphenylacetate are refluxed for 6 hours in 0.3 ml of a 0.5M ethanolic potassium tert-butoxide solution. After dichloromethane and saturated aqueous sodium hydrogen carbonate solution have been added, the phases are separated. Purification by chromatography gives 2.9 mg (29%) of a solid, Rf=0.50 (dichloromethane/methanol=15:1).

Workup

  1. customthe phases are separated
  2. customPurification by chromatography

Sources & evidence

ORD record
ord-35c5c099091a4abb9cefb26954fe667e
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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