반응 #66743

ord-237c1c2aa4ad44cba971796595c3eaf1

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과The mixture was filtered
  2. 2
    기타the solvent was evaporated under reduced pressure
  3. 3
    기타The residue was purified by silicagel column chromatography (hexane/EtOAc)
  4. 4
    기타to give

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08524730B2uspto-grants-2013_09