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Buchwald–Hartwig amination, record ord-00b95f6f20354bb6923efd18c2b3c116

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

verified record67% 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
Reactant2-BromopyridineC₅H₄BrN
Reactant1,4-Dioxa-8-azaspiro(4.5)decaneC₇H₁₃NO₂
Reagentsodium 2-methylpropan-2-olateC₄H₉NaO
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylC₃₃H₄₉P
CatalystPalladium (II) acetateC₄H₈O₄Pd
Product8-(2-Pyridinyl)-1,4-dioxa-8-azaspiro[4.5]decaneC₁₂H₁₆N₂O₂66.56%

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

This record states no conditions. Temperature, pressure, duration and light are all unrecorded for it, which is a gap in the source rather than a value of zero.

Yield

  • 67% of 8-(2-Pyridinyl)-1,4-dioxa-8-azaspiro[4.5]decane.

Procedure

Copied from the source record, unedited

The same procrdure as EN03653-93-01.

The source

This record comes from experimental reaction archive (ord-00b95f6f20354bb6923efd18c2b3c116). Open the source and check it against what is on this page.

  • experimental reaction archive record ord-00b95f6f20354bb6923efd18c2b3c116 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.