Hydrochloric Acid → 3-Amino-5-(2-methoxy-ethyl)-pyrazine-2-carboxylic acid

HRID 1752504Notes

Reaction equation

HRID 1752504 reaction equation
C[O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([CH2:12][CH2:13][O:14][CH3:15])=[CH:7][N:6]=1)=[O:4].[OH-].[Na+].Cl>C1COCC1>[NH2:11][C:10]1[C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=[C:8]([CH2:12][CH2:13][O:14][CH3:15])[N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 712711513-Amino-5-(2-methoxy-ethyl)-pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 866891713-Amino-5-(2-methoxy-ethyl)-pyrazine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-amino-5-(2-methoxy-ethyl)-pyrazine-2-carboxylic acid methyl ester (147 mg, 0.696 mmol) in THF (14 ml) was added 1M NaOH (1.74 ml, 1.74 mmol) and the reaction mixture was stirred at room temperature for 2 h. 1M HCl (1.601 ml, 1.601 mmol) was added to the reaction mixture. The resulting mixture was evaporated and co-evaporated with toluene. The resulting crude material was directly used in the coupling step without further purification.

Workup

  1. customThe resulting mixture was evaporated
  2. customThe resulting crude material was directly used in the coupling step without further purification

Sources & evidence

ORD record
ord-34bc511b2fed4638b82eb139e05c4c6b
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

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