3-Bromopyridine → 3-(Trimethylstannyl)pyridine

HRID 1032730Notes

Reaction equation

HRID 1032730 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.C([Li])CCC.[CH3:13][Sn:14](Cl)([CH3:16])[CH3:15]>>[CH3:13][Sn:14]([CH3:16])([CH3:15])[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 122863-BromopyridineHCID 14016Trimethyltin chlorideHCID 178418339Butyllithium

Product 1

HCID 108684453-(Trimethylstannyl)pyridine

Procedure

The 3-trimethylstannylpyridine reagent was prepared from 3-bromopyridine by reacting the latter with n-butyllithium under nitrogen at -78° C., followed by addition of one equivalent of trimethylstannyl chloride. Aqueous work-up and concentration in vacuo gave 3-trimethylstannylpyridine in 79% yield.

Workup

  1. customat -78° C.
  2. concentrationAqueous work-up and concentration in vacuo

Sources & evidence

ORD record
ord-bab09fc23c664c84a9f41948abd23dda
Source dataset
uspto-grants-1990_09
Patent number
US04959363

Reaction notes

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