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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44599Generated: October 25, 2026

Diethyl Ether → Ethyl 8-{[1-(tert-butoxycarbonyl)pyrrolidin-3-yl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

https://huagongshe.com/reaction/44599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-Boc-3-aminopyrrolidineHCID 2756370—
ReactantEthyl 1-methyl-8-([(trifluoromethyl)sulfonyl]oxy}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 45141798—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 8-{[1-(tert-butoxycarbonyl)pyrrolidin-3-yl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 5744409988%

Reaction Steps

To a solution of 1.5 g (3.7 mmol) of ethyl 1-methyl-8-{[(trifluoromethyl)sulfonyl]oxy}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate in 150 mL of anhydrous dioxane, 756 mg (4.1 mmol) of tert-butyl 3-aminopyrrolidine-1-carboxylate were added. The reaction mixture was stirred at room temperature overnight. The solvent was then removed under reduced pressure, the residue redissolved with dichloromethane and washed with water. The organic layer was dried over sodium sulfate and evaporated. 1.2 g (88% yield) of the title compound was collected by filtration after trituration with diethylether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541429B2
Source datasetuspto-grants-2013_09
ORD IDord-20e3214f3f9f43fb9433b77ede651b0f
Source noteuspto-grants-2013_09