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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913248Generated: November 1, 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/1913248

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 66738492100.6%

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 (Int-9e, 5.05 g) and 10% Pd/C (300 mg) in EtOAc was stirred at 45° C. under hydrogen (balloon pressure) for three hours. After filtration and concentration, tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxy late (Int-9f) (5.1 g) was obtained as an oil. LC/MS: m/z=578.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609675B2
Source datasetuspto-grants-2013_12
ORD IDord-0aa940016993440ca8c22a91896d2232
Source noteuspto-grants-2013_12