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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452623Generated: November 1, 2026

Triethylamine → [6-(3-Hydroxypropyl)-5-chloropyrazolo[1,5-a]pyrimidin-7-yl](4-ethoxyphenyl)amine

https://huagongshe.com/reaction/1452623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-EthoxyanilineHCID 9076—
Reactant3-(5,7-Dichloropyrazolo[1,5-a]pyrimidin-6-yl)propan-1-olHCID 57526849—
SolventIsopropanolHCID 3776—
Product[6-(3-Hydroxypropyl)-5-chloropyrazolo[1,5-a]pyrimidin-7-yl](4-ethoxyphenyl)amineHCID 5752685467.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

To an isopropanol (3 mL) solution containing 3-(5,7-dichloropyrazolo[1,5-a]pyrimidin-6-yl)propan-1-ol (224 mg, 0.910 mmol), triethylamine (253 μL, 1.82 mmol) and phenethidine (128 μL, 1.00 mmol) were added, and this mixture was stirred at 40° C. for 5 hr. After the reaction, the solvent was distilled off, aqueous sodium hydrogen carbonate was added to the residue, and the mixture was extracted with ethyl acetate. The combined ethyl acetate layer was dried over sodium sulfate. After the sodium sulfate was filtered off, the filtrate was concentrated and the residue was purified with column chromatography (30% ethyl acetate-hexane) to obtain the title compound (212 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473694B2
Source datasetuspto-grants-2009_01
ORD IDord-c62276d5338a481cb80cd81436d76fe6
Source noteuspto-grants-2009_01