Pyridine → 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

HRID 38465

Reaktionsgleichung

Reaktionsgleichung von HRID 38465
N1C=CC=CC=1.[CH3:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([N:19]3[CH2:24][CH2:23][C:22]4([CH2:33][C:32](=[O:34])[C:31]5[C:26](=[CH:27][CH:28]=[C:29]([C:35]6[CH:36]=[N:37][N:38]([CH3:40])[CH:39]=6)[CH:30]=5)[O:25]4)[CH2:21][CH2:20]3)=[O:18])=[CH:14][CH:15]=2)[NH:10][N:9]=1.[CH3:41][O:42][C:43]([C:45]1[CH:50]=[CH:49][C:48](B(O)O)=[CH:47][CH:46]=1)=[O:44]>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Cu+2]>[CH3:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([N:19]3[CH2:20][CH2:21][C:22]4([CH2:33][C:32](=[O:34])[C:31]5[C:26](=[CH:27][CH:28]=[C:29]([C:35]6[CH:36]=[N:37][N:38]([CH3:40])[CH:39]=6)[CH:30]=5)[O:25]4)[CH2:23][CH2:24]3)=[O:18])=[CH:14][CH:15]=2)[N:10]([C:48]2[CH:49]=[CH:50][C:45]([C:43]([O:42][CH3:41])=[O:44])=[CH:46][CH:47]=2)[N:9]=1

Komponenten

6

Edukt 3

HCID 1049PyridineHCID 27343694-Methoxycarbonylphenylboronic acidHCID 178434311HCID 178434311, Verbindung

Produkt 1

HCID 58208718Methyl 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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8895Cupric acetateKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silicagel column chromatography (hexane/EtOAc)
  4. customto give

Quellen und Nachweise

ORD-Eintrag
ord-237c1c2aa4ad44cba971796595c3eaf1
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524730B2

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