Reaktion #166796

Reaktionsgleichung

5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine

Na2CO3

BOP-Cl

Triethylamine

nicotinic acid

→

N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide

Ausbeute 55.0%

Lösungsmittel

DMF

LiOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred for 10 minutes
2. 2
   Extraktionextracted into DCM
3. 3
   Sonstigedried
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto give a crude residue
7. 7
   SonstigeThe crude residue was triturated with 1:2 MeOH/DCM

Vorschrift

5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (0.044 g, 0.19 mmol), nicotinic acid (0.0283 g, 0.230 mmol), and BOP-Cl (0.0584 g, 0.230 mmol) were placed in DMF (3 mL) at room temperature. Triethylamine (0.133 mL, 0.956 mmol) was then added, and the reaction was stirred for 1 hour at room temperature. The reaction was then diluted with 3M LiOH (aq., 0.5 mL) and stirred for 10 minutes. The reaction was then poured into saturated Na2CO3, extracted into DCM, and the organic fractions were combined, dried, filtered and concentrated to give a crude residue. The crude residue was triturated with 1:2 MeOH/DCM to give N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (0.035 g, 54.6% yield) as a solid.

Quelle