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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266153Generated: October 26, 2026

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

https://huagongshe.com/reaction/1266153

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromopropaneHCID 7840—
ReactantPotassium HydroxideHCID 14797—
ReactantN-Propyl-2,5-dimethyl-3-(2,4,6-trimethylphenyl)-2H-pyrazolo[4,3-d]pyrimidin-7-amineHCID 15516669—
SolventDimethyl SulfoxideHCID 679—
ProductN,N-Dipropyl-2,5-dimethyl-3-(2,4,6-trimethylphenyl)-2H-pyrazolo[4,3-d]pyrimidin-7-amineHCID 9885480—

Reaction Conditions

Temperature60 °C

Reaction Steps

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, 6 H), 1.76 (m, 4 H), 1.96 (s, 6 H), 2.32 (s, 3 H), 2.45 (s, 3 H), 3.77 (s, 3 H), 3.40-4.30 (br, 4 H), 6.95 (s, 2 H)ppm. The hydrochloride salt prepared in Ether/HCl melted at 210-13° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548509B2
Source datasetuspto-grants-2003_04
ORD IDord-c0ddee485f1342df91b04a4e5a06d480
Source noteuspto-grants-2003_04