Réaction #60145

Équation de réaction

potassium hydroxide

pyrimidine

N-(2-{[4-(2,4-dichlorophenyl)-5-imidazol-2-ylpyrimidin-2-yl]methylamino}ethyl)-2,2,2-trifluoroacetamide

Water

→

(2-aminoethyl)[4-(2,4-dichlorophenyl)-5-imidazol-2-ylpyrimidin-2-yl]methylamine

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Extractionthe solution extracted with methylene chloride
2. 2
   ExtractionThe aqueous layer was thoroughly extracted with methylene chloride
3. 3
   Lavagethe organic layers washed with brine
4. 4
   Autredried
5. 5
   Concentrationconcentrated

Mode opératoire

The aforementioned pyrimidine, N-(2-{[4-(2,4-dichlorophenyl)-5-imidazol-2-ylpyrimidin-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-imidazol-2-ylpyrimidin-2-yl]methylamine in quantitative yield.

Source