Reaktion #60141

ord-f70a10ed842a40b191fdaf9f5fc04dba

Reaktionsgleichung

[K+].[OH-]
potassium hydroxide
c1cncnc1
pyrimidine
O=C(NCCNCc1ncc(-c2ncc[nH]2)c(-c2ccc(Cl)cc2Cl)n1)C(F)(F)F
N-(2-{[4-(2,4-dichlorophenyl)-5-imidazolyl-pyrimidin-2-yl]methylamino}ethyl)-2,2,2-trifluoroacetamide
O
Water
NCCNCc1ncc(-c2ncc[nH]2)c(-c2ccc(Cl)cc2Cl)n1
(2-aminoethyl)[4-(2,4-dichlorophenyl)-5-imidazolylpyrimidin-2-yl]methylamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe solution extracted with methylene chloride
  2. 2
    ExtraktionThe aqueous layer was thoroughly extracted with methylene chloride
  3. 3
    Waschenthe organic layers washed with brine
  4. 4
    Sonstigedried
  5. 5
    Einengenconcentrated

Vorschrift

The aforementioned pyrimidine, N-(2-{[4-(2,4-dichlorophenyl)-5-imidazolyl-pyrimidin-2-yl]methylamino}ethyl)-2,2,2-trifluoroacetamide (114 mg, 0.25 mmol) was dissolved in 2 mL methanol and potassium hydroxide (40 mg, 1 mmol) added. This suspension was stirred at room temperature for 1 hour. Water was added, and the solution extracted with methylene chloride. The aqueous layer was thoroughly extracted with methylene chloride and the organic layers washed with brine, dried and concentrated to give the deprotected primary amine, (2-aminoethyl)[4-(2,4-dichlorophenyl)-5-imidazolylpyrimidin-2-yl]methylamine, in quantitative yield.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07425557B2uspto-grants-2008_09