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

HRID 1863750Notes

Reaction equation

HRID 1863750 reaction equation
Brc1cccnc1.c1ccc(C2CCNCC2)cc1>CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c([PH+](c3ccccc3)c3ccccc3)cccc21.CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C.CS(C)=O.[CH3-].[NH-]c1ccccc1-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 33931062,N'3,N'3,N3,N3,N'5,N'5,N5,N5-nonamethyl-2,4,6-triaza-3lambda5,5lambda5-diphosphaocta-3,5-diene-3,3,5,5-tetramineReagentHCID 132274290HCID 132274290, compoundCatalystHCID 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-5faff63e1ef2405f8c7997dcc5851d12
Source dataset
Pd-catalyzed Buchwald-Hartwig C-N cross-coupling
Original link
View source

Reaction notes

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