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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850677Generated: October 30, 2026

Diethyl Ether → 2-Amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

https://huagongshe.com/reaction/1850677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPhenylsilaneHCID 12752—
ReactantAllyl 2-amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylateHCID 90412007—
CatalystPalladium--triphenylphosphane (1/1)HCID 15220664—
SolventDichloromethaneHCID 6344—
Product2-Amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylic acidHCID 9041152167%

Reaction Steps

To a solution of phenylsilane (478.5 mg, 550.0 μL, 4.422 mmol) and allyl 2-amino-5-[2-(dimethylamino)ethoxy]pyrazolo[1,5-a]pyrimidine-3-carboxylate (900 mg, 2.948 mmol) in DCM (5 mL) was added palladium triphenylphosphane (170.3 mg, 0.1474 mmol). The reaction mixture was stirred at room temperature for 3 h. Ether was slowly added to the mixture and a white solid precipitated. This solid was filtered off, washed with small amount of diethyl ether and dried to afford pure 2-amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid as off-white solid. (530 mg, 67% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957078B2
Source datasetuspto-grants-2015_02
ORD IDord-8593435682df4cd6bd32b8c9db9f2a43
Source noteuspto-grants-2015_02