Reacción #41122

ord-31cb6ba6b59248c988328b6a6d74b4e2

Ecuación de reacción

Cn1ncc(C(=O)NC2C3CC4CC(C3)CC2C4)c1Cl
5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide
CC(O)CN
1-amino-2-propanol
→
CC(O)CNc1c(C(=O)NC2C3CC4CC(C3)CC2C4)cnn1C
5-(2-Hydroxy-propylamino)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

Reactantes

Cn1ncc(C(=O)NC2C3CC4CC(C3)CC2C4)c1Cl
5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide
CC(O)CN
1-amino-2-propanol

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaHeating
  2. 2
    Otrounder microwave irradiation
  3. 3
    Otroprovided
  4. 4
    Otroafter purification by reverse phase HPLC, 5-(2-hydroxy-propylamino)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (65 mg, 65%) as an off-white powder

Procedimiento

Heating a mixture of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 5, 88 mg; 0.30 mmol) and 1-amino-2-propanol (0.25 mL; 3.0 mmol) under microwave irradiation according to the procedure described for Example 14 provided after purification by reverse phase HPLC, 5-(2-hydroxy-propylamino)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (65 mg, 65%) as an off-white powder. ES-HRMS m/e calcd for C18H29N4O2 (M+H+) 333.2285, found 333.2282.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07728029B2uspto-grants-2010_06