Bromoacetic Acid → HCID 57464135, compound

HRID 1397818Notes

Reaction equation

HRID 1397818 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=1.[Br:11][CH2:12][C:13]([OH:15])=[O:14]>CN(C=O)C>[Br-:11].[C:6]([C:5]1[CH:9]=[CH:10][C:2]([CH3:1])=[N+:3]([CH2:12][C:13]([OH:15])=[O:14])[CH:4]=1)(=[O:7])[NH2:8]

Participants

4

Reactant 2

HCID 6227Bromoacetic AcidHCID 963516-Methylnicotinamide

Product 1

HCID 57464135HCID 57464135, compoundYield 16.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-methyl nicotinamide (400 mg, 2.94 mmol, 1.0 eq) and bromoacetic acid (408 mg, 2.94 mmol, 1.0 eq) in DMF (10 mL) was stirred at room temperature for 6 days. The reaction mixture was monitored by LCMS. Solvent was then evaporated and the crude product was purified by preparative HPLC to afford 136 mg of the expected compound.

Workup

  1. customSolvent was then evaporated
  2. customthe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-12cf5a9093164299af0c44d3399bcefa
Source dataset
uspto-grants-2014_12
Patent number
US08901293B2

Reaction notes

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