Water → (2-Aminoethyl)[4-(2,4-dichlorophenyl)-5-imidazolylpyrimidin-2-yl]methylamine

HRID 31867

Reaktionsgleichung

Reaktionsgleichung von HRID 31867
N1C=CC=NC=1.[Cl:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[C:15]1[C:20]([C:21]2[NH:22][CH:23]=[CH:24][N:25]=2)=[CH:19][N:18]=[C:17]([CH2:26][NH:27][CH2:28][CH2:29][NH:30]C(=O)C(F)(F)F)[N:16]=1.[OH-].[K+].O>CO>[NH2:30][CH2:29][CH2:28][NH:27][CH2:26][C:17]1[N:16]=[C:15]([C:9]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:8]=2[Cl:7])[C:20]([C:21]2[NH:25][CH:24]=[CH:23][N:22]=2)=[CH:19][N:18]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 9260PyrimidineHCID 14797Potassium HydroxideHCID 86586216N-(2-{[4-(2,4-dichlorophenyl)-5-imidazolyl-pyrimidin-2-yl]methylamino}ethyl)-2,2,2-trifluoroacetamide

Produkt 1

HCID 54421065(2-Aminoethyl)[4-(2,4-dichlorophenyl)-5-imidazolylpyrimidin-2-yl]methylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. extractionthe solution extracted with methylene chloride
  2. extractionThe aqueous layer was thoroughly extracted with methylene chloride
  3. washthe organic layers washed with brine
  4. customdried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-30af0f4e787a4f128d28b100741a27a8
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425557B2

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