Chloroacetic Acid → 2-[(Carboxymethyl)amino]pyridine-3-carboxylic acid

HRID 2261610Notes

Reaction equation

HRID 2261610 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[CH2:12][C:13]([OH:15])=[O:14].C(=O)([O-])[O-].[Na+].[Na+]>>[C:13]([CH2:12][NH:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])([OH:15])=[O:14]

Participants

4

Reactant 3

HCID 300Chloroacetic AcidHCID 10340Sodium CarbonateHCID 729302-Aminonicotinic acid

Product 1

HCID 595933292-[(Carboxymethyl)amino]pyridine-3-carboxylic acid

Procedure

2-(Carboxymethyl-amino)-nicotinic acid 501 is prepared by reacting commercially available 2-Amino-nicotinic acid 500 with 2-chloroacetic acid in the presence of base (e.g. sodium carbonate) typically at room temperature for 1-4 hours followed by purification and isolation by conventional means (e.g. acid base extraction and recrystallization).

Workup

  1. customtypically at room temperature
  2. customfor 1-4 hours
  3. customfollowed by purification and isolation by conventional means (e.g. acid base extraction and recrystallization)

Sources & evidence

ORD record
ord-b23b26c4d19f4c67b1400f1900cde2ba
Source dataset
uspto-grants-2010_12
Patent number
US07846941B2

Reaction notes

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