Реакция #155372

ord-8f6931dbce994389892705f0d0639f67

Уравнение реакции

Cn1c(CNc2ccc(C#N)cc2)nc2cc(C(=O)N(CCC(=O)NCCCCNC(=O)OC(C)(C)C)c3ccccc3)ccc21
1f
Cn1c(CNc2ccc(C#N)cc2)nc2cc(C(=O)N(CCC(=O)NCCCCNC(=O)OC(C)(C)C)c3ccccc3)ccc21
{4-[3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionylamino]-butyl}-carbamic acid tert-butyl ester
O=C([O-])[O-].[NH4+].[NH4+]
ammonium carbonate
Cn1c(CNc2ccc(C(=N)N)cc2)nc2cc(C(=O)N(CCC(=O)NCCCCN)c3ccccc3)ccc21
2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carboxylic acid[2-(4-amino-butylcarbamoyl)-ethyl]-phenyl-amide

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеevaporated 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
    ДругоеAfter evaporation of the solvent the remaining raw material
  5. 5
    Другоеwas triturated with ca. 5 mL ethanol
  6. 6
    Другоеthe undissolved material separated by filtration
  7. 7
    Другоеthe 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
    Фильтрацияfiltered
  11. 11
    Другоеevaporated to dryness

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08821871B2uspto-grants-2014_09