5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one synthesis
- Product Name:5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one
- CAS Number:1207623-97-9
- Molecular formula:C13H17BN2O3
- Molecular Weight:260.1
![5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE](/CAS/GIF/183208-34-6.gif)
183208-34-6
163 suppliers
$30.00/1g
73183-34-3
564 suppliers
$6.00/5g
1207623-97-9
58 suppliers
$45.00/10mg
Yield: 68%
Reaction Conditions:
with potassium acetate;1,1'-bis-(diphenylphosphino)ferrocene;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane at 120; for 8 h;
Steps:
1
To a 0.05 M solution of 5-bromo-l,3-dihydro-pyrrolo[2,3-b]pyridin-2-one (1 equiv) in dioxane was added bis(pinacolato)diboron (1.2 eqiv) and potassium acetate (1.5 equiv) followed by l,r-bis(diphenylphosphino)ferrocene (0.05 equiv). The mixture was degassed with nitrogen for 20 minutes. PdCl2(dppf) (0.05 equiv) was added and the mixture degassed for a further 5 minutes. The reaction was then heated to 120 0C under an inert atmosphere for 8 hours. Upon completion, the reaction was cooled, filtered and concentrated in vacuo to give a crude residue which was purified by flash chromatography (SiO2) using EtOAc/Hexanes - 4:1 as eluent to give the desired product.5-(4,4,5,5-Tetramethyl-[l,3,2]dioxaborolan-2-yl)-l,3-dihydro-pyrrolo[2,3-b]pyridin-2-one: (68 % yield, 92 % purity) m/z (LC-MS,ESP):260 [M-H]- R/T = 3.52 minutes)
References:
KUDOS PHARMACEUTICALS LIMITED WO2008/23161, 2008, A1 Location in patent:Page/Page column 111
![3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one](/CAS/GIF/183208-32-4.gif)
183208-32-4
31 suppliers
$265.00/100mg
1207623-97-9
58 suppliers
$45.00/10mg
271-63-6
568 suppliers
$9.00/5g
1207623-97-9
58 suppliers
$45.00/10mg