Acetic Acid → HCID 11337475, compound

HRID 1927183Notes

Reaction equation

HRID 1927183 reaction equation
[NH2:1][C:2]1[C:7]([NH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:6][CH:5]=[C:4]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[N:3]=1.[C:23]([OH:26])(=[O:25])[CH3:24]>C(O)C>[C:23]([OH:26])(=[O:25])[CH3:24].[NH2:1][C:2]1[C:7]([NH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:6][CH:5]=[C:4]([NH:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)[N:3]=1

Participants

4

Reactant 2

HCID 176Acetic Acid2×HCID 53276Flupirtine

Product 1

HCID 11337475HCID 11337475, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
40 °C

Procedure

Under nitrogen atmosphere 40 g of 2-amino-3-carbethoxyamino-6-(4-fluoro-benzylamino)-pyridine were dissolved in 1100 ml of Ethanol (90%) at 60° C. 8 g of acetic acid were dissolved in 200 ml of ethanol at 20° C. The mixture was cooled down to 40° C. While stirring the solution of acetic acid was added. The solution was filtered at 20° C. and crystallisation occurred while cooling the solution down to −15° C. for 24 h. The product was collected by filtration and dried at reduced pressure at room temperature for 12 h. As a result of drying 38.0 g white crystals of the product were obtained.

Workup

  1. additionwas added
  2. filtrationThe solution was filtered at 20° C.
  3. customcrystallisation
  4. temperaturewhile cooling the solution down to −15° C. for 24 h
  5. filtrationThe product was collected by filtration
  6. customdried at reduced pressure at room temperature for 12 h
  7. customAs a result
  8. dry with materialof drying 38.0 g white crystals of the product
  9. customwere obtained

Sources & evidence

ORD record
ord-099a0e0871cd403d9f817563497ffaf0
Source dataset
uspto-grants-2012_05
Patent number
US08183267B2

Reaction notes

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