Tetrahydrofuran → 1-(2-Benzyl-3-phenyl-2h-indazol-7-yl)ethanone

HRID 735468Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735468
[CH2:1]([N:8]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:15]2[C:10](C(C(O)=O)=CC=[CH:14]2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li][CH3:27].[CH2:28]1[CH2:32][O:31][CH2:30][CH2:29]1>>[CH2:1]([N:8]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:15]2[C:10]([C:28]([C:32](=[O:31])[CH3:27])=[CH:29][CH:30]=[CH:14]2)=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 67021115HCID 67021115, VerbindungHCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 670210041-(2-Benzyl-3-phenyl-2h-indazol-7-yl)ethanone

Versuchsvorschrift

2-Benzyl-3-phenyl-2H-indazole-7-carboxylic acid (0.5 mmol, 160 mg, see preparation of Example 518) was dissolved in 5 ml of dry THF at 0° C. Two milliliters (2 ml) of MeLi (1.6M solution in THF) were added dropwise and the mixture was stirred overnight at room temperature. The reaction mixture was quenched with aq NH4Cl solution and the product was extracted with EtOAc, and then flash column chromatography (SiO2, dichloromethane as an eluant) afforded 1-(2-benzyl-3-phenyl-2H-indazol-7-yl)ethanone in 61% yleld.

Aufarbeitung

  1. customThe reaction mixture was quenched with aq NH4Cl solution
  2. extractionthe product was extracted with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-3285cf337324464392ab5406dba0c327
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592363B2

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