Piperazine → 1-(Pyridin-3-yl)piperazine
Reaction equation
Brc1cccnc1.C1CNCCN1>CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)[O-].Cc1ccc(C)cc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd]>c1cncc(N2CCNCC2)c1Participants
7
Conditions
- Temperature
- 130 °C
Procedure
In a 100 ml RBF, 3-bromopyridine (1.220 mL, 12.66 mmol) was taken in xylenes (20 mL). To this was added tris(dibenzylideneacetone)dipalladium(0) (0.232 g, 0.25 mmol), tri-t-butylphosphine (10%wt in Hexane) (1.281 g, 0.63 mmol) and sodium tert-butoxide (1.825 g, 18.99 mmol). Then piperazine (6.54 g, 75.95 mmol) was added to RM and the RM was then heated at 130 °C for 5 hrs. The reaction was monitored by LCMS. It did not show formation of product. The RM was discarded.
Sources & evidence
- ORD record
- ord-5ee406d12bbe4c6fbfb323cf21dcbb47
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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