Water → HCID 57827601, compound

HRID 1842228Notes

Reaction equation

HRID 1842228 reaction equation
[CH3:1][S-:2].[Na+].Cl[C:5]1[N:6]=[CH:7][C:8]([C:11]([O:13][CH3:14])=[O:12])=[N:9][CH:10]=1.O>CN(C)P(N(C)C)N(C)C>[CH3:1][S:2][C:5]1[N:6]=[CH:7][C:8]([C:11]([O:13][CH3:14])=[O:12])=[N:9][CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 4378561Sodium methanethiolate

Product 1

HCID 57827601HCID 57827601, compoundYield 7.3%

Reagents, catalysts & solvents 1

HCID 15355Hexamethylphosphorous triamideSolvent

Procedure

Sodium methanethiolate (44.6 mg) was added to a solution of methyl 5-chloropyrazine-2-carboxylate (87 mg) in hexamethylphosphorous triamide (1 mL) at room temperature, followed by stirring for 13 hours and 30 minutes. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure. The residue was purified by NH-silica gel column chromatography to obtain the title compound (6.8 mg).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customThe residue was purified by NH-silica gel column chromatography

Sources & evidence

ORD record
ord-d9d2bb2fd6d84599ae5ad1f023e196ae
Source dataset
uspto-grants-2015_02
Patent number
US08946210B2

Reaction notes

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