Sodium Bicarbonate → HCID 58536689, compound

HRID 559142Notes

Reaction equation

HRID 559142 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10]C(OC)=O)=[N:6][C:7]=1[O:8][CH3:9].C([O-])(O)=[O:16].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][OH:16])=[N:6][C:7]=1[O:8][CH3:9]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 67001081Methyl 2-(5-bromo-6-methoxypyridin-2-yl)acetate

Product 1

HCID 58536689HCID 58536689, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

step d—A solution of 52c (0.060 g), 5% aq. NaHCO3 (2 mL) and MeOH (2 mL) was heated at reflux for 2 h. The reaction mixture was partitioned between H2O and EtOAc and the combined EtOAc extracts were dried, filtered and evaporated in vacuo. The crude product was purified by SiO2 chromatography eluting with 25% EtOAc/hexane to afford 50a.

Workup

  1. temperatureat reflux for 2 h
  2. customThe reaction mixture was partitioned between H2O and EtOAc
  3. dry with materialthe combined EtOAc extracts were dried
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe crude product was purified by SiO2 chromatography
  7. washeluting with 25% EtOAc/hexane

Sources & evidence

ORD record
ord-904fb98201924644aa45b8339ea0dcc1
Source dataset
uspto-grants-2011_11
Patent number
US08063072B2

Reaction notes

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