Hydrochloric Acid → HCID 51000409, compound

HRID 522525Notes

Reaction equation

HRID 522525 reaction equation
[NH2:1][C:2]1[C:3]([C:18]([O:20]C)=[O:19])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:6][N:7]=1.[OH-].[Li+].Cl>CO.O>[NH2:1][C:2]1[C:3]([C:18]([OH:20])=[O:19])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:6][N:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 51000410Methyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylate

Product 1

HCID 51000409HCID 51000409, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of methyl 3-amino-6-(4-methylsulfonylphenyl)pyrazine-2-carboxylate (3.5 g, 11.39 mmol) and lithium hydroxide (1.364 g, 56.95 mmol) in MeOH (13.70 mL) and H2O (13.70 mL) was heated to 90° C. for 2 hours. The reaction mixture was allowed to cool and neutralised with aqueous HCl, and the resultant precipitate collected by filtration (3.32 g, 99% Yield). 1H NMR (400.0 MHz, DMSO) δ 3.25 (s, 3H), 7.70 (br s, 2H), 8.00 (d, J=8.5 Hz, 2H), 8.35 (d, J=8.5 Hz, 2H), 9.03 (s, 1H) and 13.20 (br s, 1H) ppm; MS (ES+) 294.00.

Workup

  1. temperatureto cool
  2. filtrationthe resultant precipitate collected by filtration (3.32 g, 99% Yield)

Sources & evidence

ORD record
ord-25852f9fb8db4d41abcc008453c0a36c
Source dataset
uspto-grants-2016_05
Patent number
US09334244B2

Reaction notes

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