Реакция #66743

ord-237c1c2aa4ad44cba971796595c3eaf1

Уравнение реакции

c1ccncc1
Pyridine
Cc1n[nH]c2cc(C(=O)N3CCC4(CC3)CC(=O)c3cc(-c5cnn(C)c5)ccc3O4)ccc12
1′-[(3-methyl-1H-indazol-6-yl)carbonyl]-6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4′-piperidin]-4-one
COC(=O)c1ccc(B(O)O)cc1
[4-(methoxycarbonyl)phenyl]boronic acid
COC(=O)c1ccc(-n2nc(C)c3ccc(C(=O)N4CCC5(CC4)CC(=O)c4cc(-c6cnn(C)c6)ccc4O5)cc32)cc1
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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture was filtered
  2. 2
    Другоеthe solvent was evaporated under reduced pressure
  3. 3
    ДругоеThe residue was purified by silicagel column chromatography (hexane/EtOAc)
  4. 4
    Другоеto give

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08524730B2uspto-grants-2013_09