Réaction #66743

Équation de réaction

Pyridine

1′-[(3-methyl-1H-indazol-6-yl)carbonyl]-6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4′-piperidin]-4-one

[4-(methoxycarbonyl)phenyl]boronic acid

→

Methyl 4-(3-methyl-6-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4′-piperidin]-1′-yl]carbonyl}-1H-indazol-1-yl)benzoate

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered
2. 2
   Autrethe solvent was evaporated under reduced pressure
3. 3
   AutreThe residue was purified by silicagel column chromatography (hexane/EtOAc)
4. 4
   Autreto give

Mode opératoire

Pyridine (0.080 ml, 0.988 mmol) was added to a stirred mixture of 1′-[(3-methyl-1H-indazol-6-yl)carbonyl]-6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4′-piperidin]-4-one (150 mg, 0.329 mmol), [4-(methoxycarbonyl)phenyl]boronic acid (119 mg, 0.659 mmol), Cu(OAc)2 (90 mg, 0.494 mmol) in CH2Cl2 (1.5 ml) and the mixture was stirred at room temperature overnight. The mixture was filtered and the solvent was evaporated under reduced pressure. The residue was purified by silicagel column chromatography (hexane/EtOAc) to give intended compound as colorless oil.

Source