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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403497Generated: October 26, 2026

Propane, 1,1-diethoxy- → 3-[4-(4-Diethoxymethyl-[1,2,3]triazol-1-yl)-benzyl]-2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/403497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropane, 1,1-diethoxy-HCID 20858—
ReactantHCID 86671756HCID 86671756—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product3-[4-(4-Diethoxymethyl-[1,2,3]triazol-1-yl)-benzyl]-2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidineHCID 68378910—

Reaction Steps

A solution of 3-(4-azido-benzyl)-2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidine (20) (2 g, 6.53 mmol), propionaldehyde diethylacetal (1.294 g, 9.79 mmol) and copper(I) iodide (1.492 g, 7.83 mmol) in 33 ml of acetonitrile was stirred at r.t. for 24 h. The reaction was diluted in EtOAc and washed with sat aq Na2 CO3, water and brine. The organic layer was dried over anhydrous Na2 SO4, filtered and concentrated under HV. The crude product was purified by flash chromatography (silica gel, EtOAc/DCM 0% to 50%) to give a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748435B2
Source datasetuspto-grants-2014_06
ORD IDord-e4fa77d7e9774dbaadf070dc482553ab
Source noteuspto-grants-2014_06