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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193374Generated: October 31, 2026

Benzyl methyl(piperidin-4-yl)carbamate → HCID 66798915, compound

https://huagongshe.com/reaction/1193374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl methyl(piperidin-4-yl)carbamateHCID 18677746—
Reactant4-Bromo-N,N-dimethylpyridin-2-amineHCID 23436935—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 66798915HCID 6679891563%

Reaction Conditions

Temperature80 °C

Reaction Steps

Benzyl methyl(piperidin-4-yl)carbamate (0.862 mmol, 1.0 eq.), 4-bromo-N,N-dimethylpyridin-2-amine (173 mg, 0.862 mmol, 1.0 eq.) and t-BuONa (193 mg, 1.72 mmol, 2.0 eq.) were taken up in toluene (10 ml) and degassed with N2. BI NAP (26 mg, 0.043 mmol, 0.05 eq.) and Pd2(dba)3 (39 mg, 0.043 mmol, 0.05 eq.) were then added and the mixture was heated for 16 hours at 80° C. After monitoring by TLC, the reaction mixture was filtered over Celite and the filtrate was concentrated under reduced pressure and purified by column chromatography (silica gel, 4% MeOH in DCM). Yield: 63% (200 mg, 03543 mmol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-58f8839a0e654266bef0d0c725e3e777
Source noteuspto-grants-2014_03