Réaction #85806

Équation de réaction

MeOH

Triisopropyl borate

5-bromo-N,N-dimethylpyridin-2-amine

n-BuLi

→

title compound

6-(dimethylamino)pyridin-3-ylboronic acid

Solvants

THF

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONAfter the completion of the addition
2. 2
   Températureslowly warmed up
3. 3
   workup.STIRRINGstirred at the ambient temperature overnight
4. 4
   Autrethe volatiles were removed under reduced pressure

Mode opératoire

A solution of 5-bromo-N,N-dimethylpyridin-2-amine (500 mg, 2.5 mmol) in THF (10 mL) was treated with n-BuLi (1.2 mL, 3 mmol) at −72° C. for 2 hours. Triisopropyl borate (705 mg, 3.75 mmol) was then added dropwise. After the completion of the addition, the mixture was stirred at −72° C. for an additional 1 hour and slowly warmed up and stirred at the ambient temperature overnight. MeOH was carefully added, and the volatiles were removed under reduced pressure to give the title compound. MS (m/z): 167 (M+H)+.

Source