3-Bromopyridine → 3-(4-Phenyl-1-piperidinyl)pyridine

HRID 1863609Notes

Reaction equation

HRID 1863609 reaction equation
Brc1cccnc1.c1ccc(C2CCNCC2)cc1>CN(C)C(=NC(C)(C)C)N(C)C.COc1ccc(OC)c(P(C2CCCCC2)C2CCCCC2)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.CS(=O)(=O)O.CS(C)=O.Nc1ccccc1-c1[c-]cccc1.[Pd]>c1ccc(C2CCN(c3cccnc3)CC2)cc1

Participants

6

Reactant 2

HCID 122863-BromopyridineHCID 698734-Phenylpiperidine

Product 1

HCID 1223802233-(4-Phenyl-1-piperidinyl)pyridine

Reagents, catalysts & solvents 3

HCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineReagentHCID 117064810BrettPhos Pd G3CatalystHCID 679Dimethyl SulfoxideSolvent4×

Workup

  1. additionsolution of bipheny (3%) and acetic acid to quench reaction. Acetic acid amount not specified.
  2. aliquotNo procedure recorded
  3. additionNo procedure recorded

Sources & evidence

ORD record
ord-d40fdbfda58c45818bb686d2f7ec988d
Source dataset
Pd-catalyzed Buchwald-Hartwig C-N cross-coupling
Original link
View source

Reaction notes

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