Sodium Bicarbonate → HCID 22054142, compound

HRID 1830405Notes

Reaction equation

HRID 1830405 reaction equation
[OH:1][C:2]([C:4]1[C:5]([NH:10][C:11](=[O:36])[C:12]2[CH:17]=[C:16]([CH2:18][C:19]3[C:20](=[O:31])[C:21]([O:29][CH3:30])=[C:22]([O:27][CH3:28])[C:23](=[O:26])[C:24]=3[CH3:25])[CH:15]=[CH:14][C:13]=2[O:32]C(=O)C)=[N:6][CH:7]=[CH:8][CH:9]=1)=[O:3].C(=O)([O-])O.[Na+]>CO.Cl>[OH:3][C:2]([C:4]1[C:5]([NH:10][C:11](=[O:36])[C:12]2[CH:17]=[C:16]([CH2:18][C:19]3[C:20](=[O:31])[C:21]([O:29][CH3:30])=[C:22]([O:27][CH3:28])[C:23](=[O:26])[C:24]=3[CH3:25])[CH:15]=[CH:14][C:13]=2[OH:32])=[N:6][CH:7]=[CH:8][CH:9]=1)=[O:1]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 22054240HCID 22054240, compound

Product 1

HCID 22054142HCID 22054142, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

N-(3-Hydroxycarbonylpyridin-2-yl)-5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzamide (0.080 g, 0.162 mmol) was dissolved in methanol (6 ml) and after adding thereto an aqueous saturated sodium hydrogencarbonate solution (2 ml), the solution was stirred at room temperature for 3 hours. After the completion of reaction, the reaction solution was diluted with a 2N hydrochloric acid solution and the aqueous layer was rendered acidic (pH=3 to 4) 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 (0.051 g, 0.113 mmol, 70%).

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-1e6a42b39885472cac843d89132f229a
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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