Ethyl bromoacetate → HCID 67549569, compound

HRID 1786248Notes

Reaction equation

HRID 1786248 reaction equation
[Br:1][C:2]1[C:3]([OH:8])=[N:4][CH:5]=[CH:6][CH:7]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])[O-].[K+].[K+].CCCCCCC>C(OCC)(=O)C>[CH2:14]([O:13][C:11](=[O:12])[CH2:10][N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[C:3]1=[O:8])[CH3:15]

Participants

6

Reactant 4

HCID 7748Ethyl bromoacetateHCID 8900HeptaneHCID 11430Potassium CarbonateHCID 178517701HCID 178517701, compound

Product 1

HCID 67549569HCID 67549569, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described for example 320a, 3-bromo-2-hydroxy-pyridine was reacted with ethyl bromoacetate and potassium carbonate. Extractive workup followed by chromatography (SiO2, heptane:ethyl acetate=100:0 to 50:50) afforded the title compound as a light yellow oil (yield: 55%), which was directly used in the next step.

Sources & evidence

ORD record
ord-6db2cce419324c5cb504e5393ad45e68
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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