Réaction #2161252

ord-3e6e0f1c13404d6da8fbdd0982d91a52

Équation de réaction

CCOC(=O)c1nc(NC(=O)Nc2ccc(Cl)cc2C)cn1CC1CC1
ethyl 4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylate
O
water
[Na+].[OH-]
sodium hydroxide
Cc1cc(Cl)ccc1NC(=O)Nc1cn(CC2CC2)c(C(=O)O)n1
4-({[(4-Chloro-2-methylphenyl)amino]carbonyl}amino)-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylic acid

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Concentrationconcentrated in vacuo
  2. 2
    workup.ADDITION100 ml of 1N hydrochloric acid are added with ice cooling
  3. 3
    FiltrationThe crystals are collected by suction filtration
  4. 4
    Autredried at 40° C. in vacuo

Mode opératoire

10.6 g (28.1 mmol) of ethyl 4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylate are suspended in 158 ml of ethanol. With ice cooling, 16.4 ml of water and 6 ml (112 mmol) of a 50% aqueous sodium hydroxide solution are added. The reaction mixture is stirred at room temperature for 1 h and then concentrated in vacuo. The residue is taken up in 100 ml of isopropanol, and 100 ml of 1N hydrochloric acid are added with ice cooling. The crystals are collected by suction filtration and dried at 40° C. in vacuo.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07919489B2uspto-grants-2011_04