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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592452Generated: October 28, 2026

tert-Butyl 4-(4-((4-((2-(1-(methoxycarbonyl)cyclobutyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate → tert-Butyl 4-(4-((4-(2-(1-(methoxycarbonyl)cyclobutyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/592452

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(4-((4-((2-(1-(methoxycarbonyl)cyclobutyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylateHCID 86712328—
CatalystPalladiumHCID 23938—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-(4-((4-(2-(1-(methoxycarbonyl)cyclobutyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylateHCID 86712329—

Reaction Steps

Pd/C 10% (40 mg) was added to a solution of tert-butyl 4-(4-((4-((2-(1-(methoxycarbonyl)cyclobutyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate A54 (33 mg, 0.052 mmol) in EtOAc (10 mL) and Et3N (0.5 mL). The mixture was stirred under a hydrogen atmosphere overnight and then filtered through Celite. The filter cake was washed with EtOAc (50 mL) and the volatiles were removed in vacuo to give the title compound A55 as a yellow oil (31 mg, 93%). LCMS-A: rt 8.013 min; m/z 639.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-33673ae54aa44d4a95aa3cb35c9f11c5
Source noteuspto-grants-2016_01