Ammonium formate → HCID 178448358, compound

HRID 1866752Notes

Reaction equation

HRID 1866752 reaction equation
[CH3:1][CH:2]([C@H:4]([NH2:23])[C:5]([O:7][CH2:8][CH2:9][O:10][CH2:11][N:12]1[C:16]2[NH:17][C:18]([NH2:22])=[N:19][C:20](=[O:21])[C:15]=2[N:14]=[CH:13]1)=[O:6])[CH3:3].[CH:24]([O-])=[O:25].[NH4+]>CN1CCCC1=O>[CH3:3][CH:2]([C@H:4]([NH:23][CH:24]=[O:25])[C:5]([O:7][CH2:8][CH2:9][O:10][CH2:11][N:12]1[C:16]2[NH:17][C:18]([NH2:22])=[N:19][C:20](=[O:21])[C:15]=2[N:14]=[CH:13]1)=[O:6])[CH3:1]

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 178448382HCID 178448382, compound

Product 1

HCID 178448358HCID 178448358, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
125 °C

Procedure

A 100 ml round bottom flask equipped with magnetic stir bar is charged with 7.25 gr Valacyclovir (20 mmol), 1.97 gr ammonium formate (31.2 mmol), NMP (N-Methyl-pyrrolidone) (15 ml) is added and stirring is started. The resulting mixture is placed in an oil bath that is heated to 125° C. for 2 hrs. The mixture is removed from the oil bath, allowed to cool to room temperature, and the solvent is removed under reduced pressure using high vac. pump. The residue is crystallized from 150 ml boiling water to give 6.0 gr at the purity of 80%.

Workup

  1. customA 100 ml round bottom flask equipped with magnetic stir bar
  2. additionis added
  3. customThe resulting mixture is placed in an oil bath
  4. customThe mixture is removed from the oil bath
  5. temperatureto cool to room temperature
  6. customthe solvent is removed under reduced pressure
  7. customThe residue is crystallized from 150 ml
  8. customto give 6.0 gr at the purity of 80%

Sources & evidence

ORD record
ord-43fa7e8655014d38a105c0e79732f646
Source dataset
uspto-grants-2009_12
Patent number
US07629461B2

Reaction notes

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