Buchwald–Hartwig amination, record ord-f6297584683e4468a071b19c900de8fd
One recorded run of this reaction. Below is what the source recorded, and nothing added to it.
What was in the flask
| Role | Species | Formula | Yield |
|---|---|---|---|
| Reactant | p-Toluidine | C₇H₉N | |
| Reactant | 3-Iodopyridine | C₅H₄IN | |
| Reagent | MTBD 25 | C₈H₁₅N₃ | |
| Reagent | 5-Methylisoxazole | C₄H₅NO | |
| Catalyst | XPhos | C₄₆H₅₉F₃NO₃PPdS | |
| Solvent | Dimethyl Sulfoxide | C₂H₆OS | |
| Solvent | Dimethyl Sulfoxide | C₂H₆OS | |
| Solvent | Dimethyl Sulfoxide | C₂H₆OS | |
| Solvent | Dimethyl Sulfoxide | C₂H₆OS | |
| Solvent | Dimethyl Sulfoxide | C₂H₆OS | |
| Product | 3-Pyridinamine, N-(4-methylphenyl)- | C₁₂H₁₂N₂ | 29.07% |
Conditions
- Temperature
- 60 °C
- Duration
- 16 hours
Yield
- 29% of 3-Pyridinamine, N-(4-methylphenyl)-.
Procedure
Copied from the source record, unedited
These solutions were added to a 384- well source plate (80 µL per well). The Mosquito HTS liquid handling robot was used to dose each of these solutions (200 nL each) into a 1536-well plate.
The source
This record comes from experimental reaction archive (ord-f6297584683e4468a071b19c900de8fd). Open the source and check it against what is on this page.
experimental reaction archive record ord-f6297584683e4468a071b19c900de8fd from dataset "Ahneman" (doi: 10.1126/science.aar5169). No atom mapping is provided by the source.
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.