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

HRID 1863809Notes

Reaction equation

HRID 1863809 reaction equation
Brc1cccnc1.c1ccc(C2CCNCC2)cc1>CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C(C)(C)C)C(C)(C)C)c(C(C)C)c1.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 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneReagentHCID 90645613(2'-Amino-2-biphenylyl)palladium(1+) methanesulfonate-bis(2-methyl-2-propanyl)(2',4',6'-triisopropyl-2-biphenylyl)phosphine (1:1:1)CatalystHCID 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-1ac93c25bf69430899d54fd8f3c38413
Source dataset
Pd-catalyzed Buchwald-Hartwig C-N cross-coupling
Original link
View source

Reaction notes

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