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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzenemethanamine, 3-bromo- | HCID 457587 | — |
| Reactant | (3-((4-(Tert-butoxycarbonyl)piperazin-1-yl)methyl)phenyl)boronic acid | HCID 42609723 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1,1-Dimethylethyl 4-{[3'-(aminomethyl)-3-biphenylyl]methyl}-1-piperazinecarboxylate | HCID 57736713 | 84% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071588B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-d414c5951c6746da9afb3166a1c67849 |
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| Source note | uspto-grants-2011_12 |
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