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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl methyl(piperidin-4-yl)carbamate | HCID 18677746 | — |
| Reactant | 4-Bromo-N,N-dimethylpyridin-2-amine | HCID 23436935 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66798915 | HCID 66798915 | 63% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680159B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-58f8839a0e654266bef0d0c725e3e777 |
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| Source note | uspto-grants-2014_03 |
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