Sodium Methoxide → HCID 86069111, compound

HRID 1508244Notes

Reaction equation

HRID 1508244 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[C:10](Br)=[CH:9][CH:8]=[N:7][C:6]=1[Cl:12])[CH3:2].[CH3:14][O-:15].[Na+]>CO.CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[C:10]([O:15][CH3:14])=[CH:9][CH:8]=[N:7][C:6]=1[Cl:12])[CH3:2]

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 84819634Ethyl 4-bromo-2-chloronicotinate

Product 1

HCID 86069111HCID 86069111, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 4-bromo-2-chloronicotinic acid ethyl ester (5.06 mmol) in 15 mL MeOH was added 1.0 mL of a solution of NaOMe (30% in MeOH). The reaction mixture was stirred at 40° C. for 4 h, cooled to RT, diluted with EtOAc and then quenched with sat. aq. NH4Cl solution. The organic layers was dried over MgSO4 and concentrated in vacuo to give the desired compound as brown oil;

Workup

  1. temperaturecooled to RT
  2. customquenched with sat. aq. NH4Cl solution
  3. dry with materialThe organic layers was dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f11930c306814e92a4e8cfe1c8246883
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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