Ammonium Chloride → HCID 86689163, compound

HRID 1752483Notes

Reaction equation

HRID 1752483 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11]C(=O)C)=[N:9][C:8]([O:15][CH2:16][CH2:17][F:18])=[CH:7][N:6]=1)=[O:4].C[O-].[Na+].[NH4+].[Cl-]>CO>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([O:15][CH2:16][CH2:17][F:18])=[CH:7][N:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 86689162HCID 86689162, compound

Product 1

HCID 86689163HCID 86689163, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 3-acetylamino-5-(2-fluoro-ethoxy)-pyrazine-2-carboxylic acid methyl ester (330 mg, 0.962 mmol) in dry MeOH (12 ml) was added sodium methoxide (52.0 mg, 0.962 mmol) at 0° C. The resulting suspension was stirred at it for 1 h. Saturated aq. NH4Cl, was added and then mixture was extracted with EtOAc. The combined organic layers were dried with Na2SO4, filtered and evaporated. The residue was purified by chromatography on silica gel (DCM to DCM/EtOAc 9:1) to provide the title compound as white solid (176 mg).

Workup

  1. extractionmixture was extracted with EtOAc
  2. dry with materialThe combined organic layers were dried with Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by chromatography on silica gel (DCM to DCM/EtOAc 9:1)

Sources & evidence

ORD record
ord-994a0fc547bd4e80a4e12df1d7824f20
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

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