Hydrochloric Acid → 5-Amino-2-(dimethylamino)isonicotinic acid

HRID 2085938Notes

Reaction equation

HRID 2085938 reaction equation
[CH3:1][N:2]([C:4]1[CH:9]=[C:8]([C:10]([OH:12])=[O:11])[C:7]([NH:13]C(=O)C(C)(C)C)=[CH:6][N:5]=1)[CH3:3].Cl>>[NH2:13][C:7]1[C:8]([C:10]([OH:12])=[O:11])=[CH:9][C:4]([N:2]([CH3:1])[CH3:3])=[N:5][CH:6]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 227274502-(N,N-Dimethylamino)-5-(2,2-dimethylpropionamido)-pyridine-4-carboxylic acid

Product 1

HCID 227274305-Amino-2-(dimethylamino)isonicotinic acidYield 98.8%

Procedure

2-(N,N-Dimethylamino)-5-(2,2-dimethylpropionamido)-pyridine-4-carboxylic acid (0.8 g) was treated with 5N HCl at reflux for 5 hours. The mixture was allowed to cool and evaporated to dryness to give the title compound (0.54 g); δH [2H6]DMSO 8.15(1H,s), 7.35(2H,bs), 6.70(1H,s), 3.10(6H,s), m/z (M+1+) 182.

Workup

  1. temperatureat reflux for 5 hours
  2. temperatureto cool
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-604f71be9259408d96c59334585c156e
Source dataset
uspto-grants-2004_04
Patent number
US06723726B1

Reaction notes

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