Reacción #41119

ord-72d140f22a01450bba8fbc9a3a48a46d

Ecuación de reacción

Cn1ncc(C(=O)NC2C3CC4CC(C3)CC2C4)c1Cl
5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide
OC1CCNC1
DL-3-pyrrolidinol
Cn1ncc(C(=O)NC2C3CC4CC(C3)CC2C4)c1N1CCC(O)C1
5-(3-Hydroxy-pyrrolidin-1-yl)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

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-(3-hydroxy-pyrrolidin-1-yl)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (68 mg, 66%) 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 DL-3-pyrrolidinol (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-(3-hydroxy-pyrrolidin-1-yl)-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (68 mg, 66%) as an off-white powder. ES-HRMS m/e calcd for C19H29N4O2 (M+H+) 345.2285, found 345.2281.

Fuente

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