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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592488Generated: November 1, 2026

Dimethylformamide → tert-Butyl 4-(5-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/592488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyl 4-(5-((4-((2-(1-carbamoylcyclopropyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylateHCID 86712348—
CatalystPalladiumHCID 23938—
SolventTriethylamineHCID 8471—
Producttert-Butyl 4-(5-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylateHCID 86712293—

Reaction Steps

DMF (3 mL) and Et3N (0.30 mL) were added to a mixture of tert-butyl 4-(5-((4-((2-(1-carbamoylcyclopropyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylate A78 (0.118 g, 0.194 mmol) and 10% Pd/C (0.182 g). The mixture was stirred under a hydrogen atmosphere for 20 hours, filtered through Celite and the filtrate concentrated under reduced pressure. Purification by silica gel column chromatography (0-100% EtOAc in Petroleum Benzine 40-60° C.) gave the title compound A79 (0.080 g, 67%). LCMS-A: rt 5.852 min; m/z 611.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-4b1df4d1ad554a82bb3dc8333b2563ed
Source noteuspto-grants-2016_01