Réaction #1251

Équation de réaction

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

Solvants

DMSO

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source