Ammonium formate → HCID 18950683, compound

HRID 1492528Notes

Reaction equation

HRID 1492528 reaction equation
O=[C:2]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1.[CH:20]([O-:22])=O.[NH4+:23]>O>[CH:20]([NH:23][CH:2]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)=[O:22]

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 18950665HCID 18950665, compound

Product 1

HCID 18950683HCID 18950683, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 2.00 g of methyl 4-[2-oxo-2-(3-pyridyl)ethyl]benzoate was added 14.8 g of ammonium formate, for reaction at 150° C. for four hours, and followed by addition of water after cooling and extraction with chloroform. The organic phase was washed in saturated aqueous sodium chloride solution, dried over magnesium sulfate, followed by distillation of the solvent, to produce the residue. The residue was subjected to chromatography on a silica gel column, which was then eluted with chloroform-methanol (25:1 ) to produce 0.81 g of methyl 4-[2-formamido-2-(3-pyridyl)ethyl]benzoate.

Workup

  1. customfor reaction at 150° C. for four hours
  2. temperatureafter cooling
  3. extractionextraction with chloroform
  4. washThe organic phase was washed in saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. distillationfollowed by distillation of the solvent
  7. customto produce the residue
  8. washwas then eluted with chloroform-methanol (25:1 )

Sources & evidence

ORD record
ord-651f879cf65b4fabb0bda9dbf61105bb
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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