HCID 21706294, compound → HCID 21706213, compound

HRID 1594880Notes

Reaction equation

HRID 1594880 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](Cl)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:4][C:3]=1[F:16]>CC(O)=O.[Zn]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:4][C:3]=1[F:16]

Participants

4

Reactant 1

HCID 21706294HCID 21706294, compound

Product 1

HCID 21706213HCID 21706213, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 2-[(4-bromo-3-fluoro-phenyl)-chloro-methyl]-pyridine (as described in Step C above) (0.29 g, 0.965 mmol) in HOAc (10 mL) was added zinc powder (0.315 g, 4.82 mmol) and the mixture was refluxed for 1 hr. The HOAc was removed in vacuo and the residue was partitioned with EtOAc and saturated NaHCO3. The EtOAc was washed with H2O, brine, dried with MgSO4, and evaporated in vacuo to obtain the title compound which was used without further purification.

Workup

  1. temperaturethe mixture was refluxed for 1 hr
  2. customThe HOAc was removed in vacuo
  3. customthe residue was partitioned with EtOAc and saturated NaHCO3
  4. washThe EtOAc was washed with H2O, brine
  5. dry with materialdried with MgSO4
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-dac03adb04304e03ae4c1c0d31bd043b
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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