Reaktion #41117

ord-f0bf1e0f3d224daa902dc6a617147a16

Reaktionsgleichung

Cn1ncc(C(=O)NC2C3CC4CC(C3)CC2C4)c1Cl
5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide
CCN(CC)CC
triethylamine
c1nc[nH]n1
1,2,4-triazole
Cn1ncc(C(=O)NC2C3CC4CC(C3)CC2C4)c1-n1cncn1
Methyl-5-[1,2,4]triazol-1-yl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturHeating
  2. 2
    Sonstigeunder microwave irradiation for 4 hr
  3. 3
    Sonstigeprovided
  4. 4
    Sonstigeafter purification by reverse phase HPLC, 1-methyl-5-[1,2,4]triazol-1-yl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (11 mg, 11%) as an off-white powder

Vorschrift

Heating a mixture of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 5, 88 mg; 0.30 mmol), triethylamine (0.22 mL; 1.56 mmol) and 1,2,4-triazole (0.21 g; 3.0 mmol) under microwave irradiation for 4 hr according to the procedure described for Example 14 provided after purification by reverse phase HPLC, 1-methyl-5-[1,2,4]triazol-1-yl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (11 mg, 11%) as an off-white powder. ES-HRMS m/e calcd for C17H22N6O (M+H+) 327.1928, found 327.1924.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728029B2uspto-grants-2010_06