3,5-Dibromopyridine → 3-Bromo-5-(2-chloro-3-fluorophenyl)pyridine

HRID 1624508Notes

Reaction equation

HRID 1624508 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[Cl:9][C:10]1[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:11]=1B(O)O>Cl[Pd]Cl.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[Br:8][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([F:16])[C:10]=2[Cl:9])[CH:7]=1

Participants

4

Reactant 2

HCID 693693,5-DibromopyridineHCID 22309459(2-Chloro-3-fluorophenyl)boronic acid

Product 1

HCID 665777773-Bromo-5-(2-chloro-3-fluorophenyl)pyridine

Reagents, catalysts & solvents 1

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)Catalyst

Procedure

Prepared according to the procedure described in Example 1, Step 10, using 3,5-dibromo-pyridine and 2-chloro-3-fluoro-phenylboronic acid. (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) was used in place of tetrakis(triphenylphosphine)palladium(0).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f6233add8a634374b365c2b0725b9551
Source dataset
uspto-grants-2014_07
Patent number
US08778983B2

Reaction notes

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