Hydrochloric Acid → Sodium Chloride

HRID 1752487Notes

Reaction equation

HRID 1752487 reaction equation
C[O:2][C:3]([C:5]1[C:10]([N:11]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[N:9][C:8]([CH:26]([F:28])[F:27])=[CH:7][N:6]=1)=[O:4].[OH-].[Na+:30].[ClH:31].C1(C)C=CC=CC=1>C1COCC1>[C:15]([O:14][C:12]([N:11]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:10]1[C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=[C:8]([CH:26]([F:28])[F:27])[N:9]=1)=[O:13])([CH3:18])([CH3:17])[CH3:16].[Cl-:31].[Na+:30]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 14798Sodium HydroxideHCID 68110076HCID 68110076, compound

Product 2

HCID 5234Sodium ChlorideHCID 681103483-[Bis[(1,1-dimethylethoxy)carbonyl]amino]-5-(difluoromethyl)-2-pyrazinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(di-tert-butoxycarbonyl-amino)-5-difluoromethyl-pyrazine-2-carboxylic acid methyl ester (75 mg, 0.186 mmol) in THF (2 ml) was added dropwise 1N NaOH (0.205 ml, 0.205 mmol) and the reaction mixture was stirred for 1.5 h. To the mixture was added 1N HCl (0.186 ml, 0.186 mmol) after stirring for 5 min toluene was added and the solvents were evaporated to provide the title compound together with sodium chloride as colorless solid. The mixture was used for coupling reactions without further purification.

Workup

  1. additionwas added
  2. customthe solvents were evaporated

Sources & evidence

ORD record
ord-bbb33722090241ea871e07c6a58403cd
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

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