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Buchwald–Hartwig amination, record ord-fee82f2144f244d1bf8e67e55457f8eb

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

verified recordNot 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
ReactantBenzeneethanimidamideC₈H₁₀N₂
Reactant3-BromopyridineC₅H₄BrN
ReagentBINAP Pd G3 30C₅₇H₄₅NO₃P₂PdS
ReagentMTBD 25C₈H₁₅N₃
SolventDimethyl SulfoxideC₂H₆OS
SolventDimethyl SulfoxideC₂H₆OS
SolventDimethyl SulfoxideC₂H₆OS
SolventDimethyl SulfoxideC₂H₆OS
ProductN=C(Cc1ccccc1)Nc1cccnc1C₁₃H₁₃N₃Not recorded
Product3-BromopyridineC₅H₄BrNNot recorded
ProductBenzeneethanimidamideC₈H₁₀N₂Not recorded
ProductBiphenylC₁₂H₁₀Not recorded

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

Duration
22 hours

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

No yield is recorded for this run. The source listed the products without measuring how much of each came out, so there is no number to quote.

Procedure

Copied from the source record, unedited

The Mosquito was used to combine the source plate solutions by multi-aspiration of 250 nL of each of the four reaction components and then to dose the resulting reaction mixture (1 uL) into a 1536-well plate

The source

This record comes from experimental reaction archive (ord-fee82f2144f244d1bf8e67e55457f8eb). Open the source and check it against what is on this page.

  • experimental reaction archive record ord-fee82f2144f244d1bf8e67e55457f8eb from dataset "HTE Pd-catalyzed cross-coupling screen" (doi: 10.1126/science.1259203). No atom mapping is provided by the source.

    experimental record · quality high · 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.