Sodium Methoxide → HCID 22036378, compound

HRID 1789756Notes

Reaction equation

HRID 1789756 reaction equation
Br[C:2]1[C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:12][O-:13].[Na+]>CO>[OH:11][CH2:10][CH2:9][O:8][C:7]1[C:2]([O:13][CH3:12])=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 220362632-[(2-Bromopyridin-3-yl)oxy]ethan-1-ol

Product 1

HCID 22036378HCID 22036378, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the product obtained in Step 1 (2.33 g, 10.7 mmol) and NaOMe (0.634 mg, 11.8 mmol) in MeOH (50 mL) was refluxed overnight. The reaction mixture was filtered and concentrated. The residue was purified by column chromatography on silica, using CH2Cl2/MeOH/heptane (4:1:5) as eluent, to give 0.81 g (45%) of the title compound as a colorless oil.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography on silica

Sources & evidence

ORD record
ord-1c37d26045e8497b9cc63392d9a6114a
Source dataset
uspto-grants-2006_07
Patent number
US07071180B2

Reaction notes

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