Réaction #155370

ord-09cd8271a9db459ea2226cfcb13be652

Équation de réaction

COC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C#N)cc1)n2C)c1ccccc1
1d
COC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C#N)cc1)n2C)c1ccccc1
3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid methyl ester
CO.[Na+].[OH-]
methanol sodium hydroxide
Cn1c(CNc2ccc(C#N)cc2)nc2cc(C(=O)N(CCC(=O)O)c3ccccc3)ccc21
3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid

Conditions de réaction

Température
40°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreevaporated to dryness
  2. 2
    workup.STIRRINGThe remaining solid was stirred with 100 mL water
  3. 3
    AutreThe precipitated product was isolated by filtration
  4. 4
    Lavagewashed with water
  5. 5
    Autredried at 60° C.

Mode opératoire

To a solution of the product of 1d (13.0 mmol) in 100 mL methanol sodium hydroxide (20.0 mmol) was added. The mixture was stirred for 2.5 hours at 40° C. and then evaporated to dryness. The remaining solid was stirred with 100 mL water and the pH was adjusted to about 6 with concentrated acetic acid. The precipitated product was isolated by filtration, washed with water and dried at 60° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08821871B2uspto-grants-2014_09