2,6-Dibromopyridine → HCID 86652414, compound

HRID 1624461Notes

Reaction equation

HRID 1624461 reaction equation
[Br-].[F:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][Zn+].[Br:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14](Br)[N:13]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:5][C:4]2[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=2[F:2])[N:13]=1

Participants

4

Reactant 2

HCID 122742,6-DibromopyridineHCID 178505629HCID 178505629, compound

Product 1

HCID 86652414HCID 86652414, compound

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Conditions

Temperature
68 °C

Procedure

A solution of 2-fluoro-benzylzinc bromide was added to 2,6-dibromo-pyridine (1.25 g, 5.27 mmol) then tetrakis(triphenylphosphine)palladium(0) (0.122 g, 0.106 mmol) was added and the reaction was heated to 68° C. for 4 hours. After cooling, silica gel was added to the reaction and it was concentrated to near-dryness. The silica gel was loaded onto a column of silica gel for purification to afford the title compound.

Workup

  1. temperatureAfter cooling
  2. additionsilica gel was added to the reaction and it
  3. concentrationwas concentrated to near-dryness
  4. customThe silica gel was loaded onto a column of silica gel for purification

Sources & evidence

ORD record
ord-aca037c1101641deb0ebde6550ee638c
Source dataset
uspto-grants-2014_07
Patent number
US08778983B2

Reaction notes

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