Hydrochloric Acid → 3-Amino-5-trifluoromethylpyrazine-2-carboxylic acid

HRID 2173735Notes

Reaction equation

HRID 2173735 reaction equation
C([O:3][C:4]([C:6]1[C:11]([NH2:12])=[N:10][C:9]([C:13]([F:16])([F:15])[F:14])=[CH:8][N:7]=1)=[O:5])C.[OH-].[Na+].O.Cl>C(O)C>[NH2:12][C:11]1[C:6]([C:4]([OH:5])=[O:3])=[N:7][CH:8]=[C:9]([C:13]([F:16])([F:15])[F:14])[N:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 58442356HCID 58442356, compound2×

Product 1

HCID 688182783-Amino-5-trifluoromethylpyrazine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirring solution of 3-amino-5-trifluoromethyl-pyrazine-2-carboxylic acid ethyl ester (Intermediate 1) (0.5 g, 2.126 mmol) in dry ethanol (5 ml), 2M NaOH (5.32 ml, 10.63 mmol) was added. The yellow solution was stirred at RT. After 5 minutes, the reaction mixture was poured into water (15 ml) and the pH adjusted to pH 6 by addition of 1M HCl. The yellow precipitate formed was filtered under vacuum and dried to yield the title compound. 1H NMR (400 MHz, DMSO-d6) δ 13.65 (1H, s), 8.3 (1H, s), 7.86 (2H, br s)

Workup

  1. customThe yellow precipitate formed
  2. filtrationwas filtered under vacuum
  3. customdried

Sources & evidence

ORD record
ord-9dd4a7932a9f4e009c5cd52a8a840dc2
Source dataset
uspto-grants-2015_06
Patent number
US09056867B2

Reaction notes

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