Morpholine → 5-Morpholinopyridin-3-amine
Reaction equation
C1COCCN1.Nc1cncc(Br)c1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>Nc1cncc(N2CCOCC2)c1Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 150 °C
Procedure
diacetoxypalladium (20.76 mg, 0.09 mmol) was added to 5-bromopyridin-3-amine (160 mg, 0.92 mmol), morpholine (0.403 mL, 4.62 mmol) (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (64.2 mg, 0.11 mmol) and cesium carbonate (603 mg, 1.85 mmol) in dioxane (5 mL). The resulting solution was stirred at 150 °C in the microwave for 30 minutes. The major product was the dimer. Rection abandoned.
Sources & evidence
- ORD record
- ord-d5f70214ac20425bbba3af9e0d825482
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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