Sodium Bicarbonate → HCID 22054345, compound

HRID 1830432Notes

Reaction equation

HRID 1830432 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:12]([NH:13][C:14](=[O:39])[C:15]3[CH:20]=[C:19]([CH2:21][C:22]4[C:23](=[O:34])[C:24]([O:32][CH3:33])=[C:25]([O:30][CH3:31])[C:26](=[O:29])[C:27]=4[CH3:28])[CH:18]=[CH:17][C:16]=3[O:35]C(=O)C)=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:3][CH2:2]1.C(=O)([O-])O.[Na+]>CO.O>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:12]([NH:13][C:14](=[O:39])[C:15]3[CH:20]=[C:19]([CH2:21][C:22]4[C:23](=[O:34])[C:24]([O:32][CH3:33])=[C:25]([O:30][CH3:31])[C:26](=[O:29])[C:27]=4[CH3:28])[CH:18]=[CH:17][C:16]=3[OH:35])=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 22054326HCID 22054326, compound

Product 1

HCID 22054345HCID 22054345, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

N-(2-Morpholinopyridin-3-yl)-5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzamide (0.110 g, 0.205 mmol) was dissolved in methanol (3 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 (0.100 g, 0.203 mmol, 99%).

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-e787624eed094e22807476838ee81678
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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