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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368976Generated: October 31, 2026

tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate → tert-Butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/2368976

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)-5,6-dihydropyridine-1(2H)-carboxylateHCID 66584699—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylateHCID 66738492100.5%

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate (5.05 g, 8.78 mmol) and 10% Pd/C (100 mg) in EtOAc was stirred at 45° C. under hydrogen (balloon pressure) for three hours. After filtration, washing with EtOAc (3×) and concentration, tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate (5.1 g, 99.5%) was obtained as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703784B2
Source datasetuspto-grants-2014_04
ORD IDord-dd40258c6c154c6c9e9e283a8c74183f
Source noteuspto-grants-2014_04