Sodium Methoxide → HCID 23435655, compound

HRID 1375641Notes

Reaction equation

HRID 1375641 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)=[N:10][O:11][C:12]=2[CH2:13]Br)[CH:5]=[CH:4][N:3]=1.[CH3:22][O-:23].[Na+]>[Cl-].[Na+].O>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)=[N:10][O:11][C:12]=2[CH2:13][O:23][CH3:22])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 23435639HCID 23435639, compound

Product 1

HCID 23435655HCID 23435655, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
25 °C

Procedure

To the above Compound 18b (200 mg, 0.485 mmol) was added NaOMe (0.5 M in MeOH, 2.0 mL, 1.0 mmol). The solution was stirred at 25° C. for 90 min. Then, the solution was poured into brine, extracted with EtOAc (4×15 mL), dried (MgSO4), filtered through a silica plug. Evaporation of the solvent provided the title compound (175 mg, 0.482 mmol, 99%).

Workup

  1. extractionextracted with EtOAc (4×15 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered through a silica plug
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-8e65dda4433c46de9eb68d478920cad0
Source dataset
uspto-grants-2007_01
Patent number
US07169798B2

Reaction notes

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