Sodium Bicarbonate → HCID 22054279, compound

HRID 1830367Notes

Reaction equation

HRID 1830367 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:33])[C:9]1[CH:14]=[C:13]([CH2:15][C:16]2[C:17](=[O:28])[C:18]([O:26][CH3:27])=[C:19]([O:24][CH3:25])[C:20](=[O:23])[C:21]=2[CH3:22])[CH:12]=[CH:11][C:10]=1[O:29]C(=O)C.C(=O)([O-])O.[Na+]>CO.O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:33])[C:9]1[CH:14]=[C:13]([CH2:15][C:16]2[C:17](=[O:28])[C:18]([O:26][CH3:27])=[C:19]([O:24][CH3:25])[C:20](=[O:23])[C:21]=2[CH3:22])[CH:12]=[CH:11][C:10]=1[OH:29]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 22054124HCID 22054124, compound

Product 1

HCID 22054279HCID 22054279, compoundYield 51%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

N-(Pyridin-2-yl)-5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzamide (0.050 g, 0.111 mmol) was dissolved in methanol (6 ml) and after adding thereto an aqueous saturated sodium hydrogencarbonate solution (3 ml), the solution was stirred at room temperature for 3 hours. After the completion of reaction, the reaction solution was diluted with water and then extracted with ethyl acetate. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was recrystallized from ether to obtain the titled compound (0.023 g, 0.0564 mmol, 51%).

Workup

  1. additionafter adding
  2. customAfter the completion of reaction
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. customdried
  6. customthe solvent was removed by distillation
  7. customThe obtained residue was recrystallized from ether

Sources & evidence

ORD record
ord-b47786c0176e4ef7aac679de69e73e30
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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