Sodium Bicarbonate → HCID 136386380, compound

HRID 566363Notes

Reaction equation

HRID 566363 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].[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([S:29]([CH:32]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:33](OC)=O)(=[O:31])=[O:30])[CH2:25][CH2:24]1.CC(C)([O-])C.[K+].C(=O)([O-])O.[Na+]>ClCCl>[CH3:22][N:23]1[CH2:24][CH2:25][N:26]([S:29]([CH:32]([C:33]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)[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)(=[O:31])=[O:30])[CH2:27][CH2:28]1

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 23665647Potassium tert-butoxideHCID 59932338HCID 59932338, compoundHCID 70222736methyl 4-N-methylpiperazinosulphonylphenylacetate

Product 1

HCID 136386380HCID 136386380, compoundYield 38.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6 mg (0.02 mmol) of 5-amino-3-ethyl-1-(4-decyl)-1H-pyrazole-4-carboxamide and 20 mg (0.064 mmol) of methyl 4-N-methylpiperazinosulphonylphenylacetate 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 have been added, the phases are separated. Purification by chromatography gives 4.3 mg (38%) 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-845c09019ed74a79a61ac0f541119ae0
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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