Reacción #73110

Ecuación de reacción

Cs2CO3

DMF

2-(1H-imidazol-4-yl)acetonitrile

trans-1,2 bis(methylamino)cyclohexane

→

title compound

(R)-2-(1-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)-1H-imidazol-4-yl)acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas purged with nitrogen
2. 2
   workup.ADDITIONThe reaction was diluted with ethyl acetate
3. 3
   Filtraciónfiltered through Celite
4. 4
   Otroevaporated
5. 5
   OtroThe residue was purified by reverse phase preparative HPLC

Procedimiento

A mixture of intermediate B (150 mg, 0.509 mmol), 2-(1H-imidazol-4-yl)acetonitrile (1.01 mmol, 2 equivalents, 108 mg), Cut (0.1 equivalents, 0.0509 mmol, 10 mg), trans-1,2 bis(methylamino)cyclohexane (14 mg, 0.102 mmol) and Cs2CO3 (1.01 mmol, 331 mg) in DMF (1 mL) was purged with nitrogen and was subsequently heated in a sealed vial at 110° C. for 18 h. The reaction was diluted with ethyl acetate, filtered through Celite and evaporated. The residue was purified by reverse phase preparative HPLC and lyophilized to give the title compound (185 mg). 1H NMR (CDCl3) δ: 8.66 (s, 1H), 7.91 (s, 1H), 7.76 (s, 1H), 4.31-4.37 (m, 2H), 3.91 (s, 2H), 3.38 (s, 3H), 1.70-2.13 (m, 10H), and 0.93 ppm (t, J=7.4 Hz, 3H); LCMS: 366.1 m/z (M+H)+; ret. Time: 3.444 min (Analytical Method A).

Fuente