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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564550Generated: November 1, 2026

Potassium Carbonate → 1,1-Dimethylethyl 4-{[3'-(aminomethyl)-3-biphenylyl]methyl}-1-piperazinecarboxylate

https://huagongshe.com/reaction/564550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBenzenemethanamine, 3-bromo-HCID 457587—
Reactant(3-((4-(Tert-butoxycarbonyl)piperazin-1-yl)methyl)phenyl)boronic acidHCID 42609723—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product1,1-Dimethylethyl 4-{[3'-(aminomethyl)-3-biphenylyl]methyl}-1-piperazinecarboxylateHCID 5773671384%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of [(3-bromophenyl)methyl]amine hydrochloric salt (0.556 g, 2.5 mmol) in 1,4-dioxane (15 mL) and H2O (5 mL) was added {3-[(4-{[(1,1-dimethylethyl)oxy]carbonyl}-1-piperazinyl)methyl]phenyl}boronic acid (1.041 g, 3.25 mmol), Pd(PPh3)4 (0.144 g, 0.125 mmol), K2CO3 (1.382 g, 10 mmol) and was heated in a microwave at 150° C. for 15 min. The organic layer was separated, dried with a Glas-Col evaporator, then was purified by CombiFlash chromatograph to afford 0.798 g (84%) of the title compound. LC-MS m/z 382 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067408B2
Source datasetuspto-grants-2011_11
ORD IDord-d37c9c7bab6e49d6a0de92f857ca58ac
Source noteuspto-grants-2011_11