Réaction #155372

Équation de réaction

1f

{4-[3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionylamino]-butyl}-carbamic acid tert-butyl ester

ammonium carbonate

→

2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carboxylic acid[2-(4-amino-butylcarbamoyl)-ethyl]-phenyl-amide

Solvants

HCl

ethanol

Conditions de réaction

Traitement

1. 1
   Autreevaporated to dryness at 30° C
2. 2
   workup.DISSOLUTIONThe remaining raw material was dissolved in 200 mL dry ethanol
3. 3
   workup.STIRRINGthe mixture stirred at room temperature over night
4. 4
   AutreAfter evaporation of the solvent the remaining raw material
5. 5
   Autrewas triturated with ca. 5 mL ethanol
6. 6
   Autrethe undissolved material separated by filtration
7. 7
   Autrethe solvent evaporated at 30° C
8. 8
   workup.DISSOLUTIONThe product was then dissolved in 30 mL water
9. 9
   workup.STIRRINGthe solution stirred with ca. 2 g charcoal
10. 10
    Filtrationfiltered
11. 11
    Autreevaporated to dryness

Mode opératoire

The product of 1f (4.81 mmol) was dissolved in a saturated solution of HCl in ethanol (250 mL), the mixture stirred at room temperature over night and then evaporated to dryness at 30° C. The remaining raw material was dissolved in 200 mL dry ethanol, then ammonium carbonate (48.1 mmol) was added and the mixture stirred at room temperature over night. After evaporation of the solvent the remaining raw material was triturated with ca. 5 mL ethanol, the undissolved material separated by filtration and the solvent evaporated at 30° C. The product was then dissolved in 30 mL water, the solution stirred with ca. 2 g charcoal, filtered and evaporated to dryness.

Source