Tetrahydrofuran → 2-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol

HRID 735469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735469
CO[C:3]([C:5]1[C:13]2C(=C(C3C=CC=CC=3)N(CC3C=CC=CC=3)N=2)C=CC=1)=O.[CH2:27]([N:34]1[C:42]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[C:41]2[C:36]([C:37](C(O)=O)=[CH:38][CH:39]=[CH:40]2)=[N:35]1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C[Mg+].[Br-].C1C[O:58]CC1>>[CH2:27]([N:34]1[C:42]([C:41]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[C:43]2[C:48]([C:47]([C:5]([OH:58])([CH3:3])[CH3:13])=[CH:46][CH:45]=[CH:44]2)=[N:35]1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Komponenten

5

Edukt 4

HCID 8028Tetrahydrofuran2×HCID 67021115HCID 67021115, VerbindungHCID 67021186HCID 67021186, VerbindungHCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 670212542-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol

Versuchsvorschrift

Ninety milligrams (90 mg; 0.24 mmol) of 2-benzyl-3-phenyl-2H-indazole-7-carboxylic acid methyl ester, prepared from 2-benzyl-3-phenyl-2H-indazole-7-carboxylic acid (see preparation of Example 518), were dissolved in THF and 0.5 ml of 3M MeMgBr in THF (1.4 mmol) were added. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was quenched with aq NH4Cl solution and product was extracted with EtOAc, and then flash column chromatography (SiO2, dichloromethane as an eluant) afforded 2-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol in 86% yleld.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-b4a095413e1a46e3b95fb52880486db8
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592363B2

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