Skip to the content
Browse the library

Buchwald–Hartwig amination, record ord-1342ffbeb4634245a6963094cc9535b6

One recorded run of this reaction. Below is what the source recorded, and nothing added to it.

verified record64% yield recordedNot balanced as writtenFrom experimental reaction archive

Reactants and products as the record gives them. Reagents, catalysts and solvents are listed below rather than drawn.

Open this record in the Reaction LabThe atom map, the animation and the records that run the same transformation.

What was in the flask

RoleSpeciesFormulaYield
Reactant1-Bromo-4-iodobenzeneC₆H₄BrI
Reactant1,4'-BipiperidineC₁₀H₂₀N₂
Reagentsodium 2-methylpropan-2-olateC₄H₉NaO
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)C₃₉H₃₂OP₂
CatalystBis(dibenzylideneacetone)palladiumC₅₁H₄₂O₃Pd₂
SolventTolueneC₇H₈
Product1-(4-Bromophenyl)-4-piperidin-1-ylpiperidineC₁₆H₂₃BrN₂64.41%

The equation does not balance as written. That is usual for an experimental record: the source listed what it put in and what it measured, not a stoichiometric equation.

Conditions

Temperature
80 °C

Only the dimensions the source stated are listed. Anything absent here was not recorded, and it is not inferred from what the class usually needs.

Yield

  • 64% of 1-(4-Bromophenyl)-4-piperidin-1-ylpiperidine.

Procedure

The written procedure is withheld for this record by the safety policy. The equation, the species, the conditions and the evidence above are unchanged; it is the step-by-step text that is not shown.

The source

This record comes from experimental reaction archive (ord-1342ffbeb4634245a6963094cc9535b6). Open the source and check it against what is on this page.

  • experimental reaction archive record ord-1342ffbeb4634245a6963094cc9535b6 from dataset "750 AstraZeneca ELN dataset" (url: https://chemrxiv.org/engage/chemrxiv/article-details/60c9e3f37792a23bfdb2d471). No atom mapping is provided by the source.

    experimental record · quality medium · source

experimental reaction record.

How to read this record

This is one experiment, not a rule. It says that on one occasion these species were combined under these conditions and this came out. It does not say the reaction will give the same result on your substrate, and nothing on the page has been generalised into a claim that it would.

The pathway is a separate question, kept on separate pages. A mechanism here is the canonical arrow pushing for a class, run on real structures and labelled rule-derived. It is not evidence, and this record is not a mechanism.