Reacción #1251

Ecuación de reacción

product

N-Propyl-2,5-dimethyl-3-(2,4,6-trimethylphenyl)-2H-pyrazolo[4,3-d]pyrimidin-7-amine

KOH

1-bromopropane

→

title compound

N,N-Dipropyl-2,5-dimethyl-3-(2,4,6-trimethylphenyl)-2H-pyrazolo[4,3-d]pyrimidin-7-amine

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe excess bromopropane was then evaporated
2. 2
   OtroThe mixture was partitioned between water and ether
3. 3
   OtroThe aqueous layer was separated
4. 4
   Extracciónextracted with ether
5. 5
   LavadoThe combined ether extracts were washed with water and brine
6. 6
   Secadodried over Na2SO4
7. 7
   Concentraciónconcentrated to an oil
8. 8
   OtroThe oil was purified through silica gel column chromatography

Procedimiento

A mixture of the product of step F (400 mg, 1.2 mmol), powder KOH (1.0 g) and 1-bromopropane (1 mL) in 2 mL of DMSO was heated at 60° C. for 8 hours. The excess bromopropane was then evaporated. The mixture was partitioned between water and ether. The aqueous layer was separated and extracted with ether. The combined ether extracts were washed with water and brine, dried over Na2SO4 and concentrated to an oil. The oil was purified through silica gel column chromatography to give 260 mg of the title compound as an oil. 1H NMR (CDCl3): d 0.97 (t, 6H), 1.76 (m, 4H), 1.96 (s, 6H), 2.32 (s, 3H), 2.45 (s, 3H), 3.77 (s, 3H), 3.40-4.30 (br, 4H), 6.95 (s, 2H)ppm. The hydrochloride salt prepared in Ether/HCl melted at 210°-13° C.

Fuente