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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657370Generated: October 30, 2026

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

https://huagongshe.com/reaction/657370

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—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
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), and K2CO3 (1.382 g, 10 mmol). This mixture was heated in a microwave oven at about 150° C. for about 15 mins. The organic layer was separated, dried using a Glas-Col evaporator (Sigma-Aldrich), and was then purified by CombiFlash chromatograph to afford the title compound 0.798 g (84%). LC-MS m/z 382 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071588B2
Source datasetuspto-grants-2011_12
ORD IDord-d414c5951c6746da9afb3166a1c67849
Source noteuspto-grants-2011_12