Hydroxyamine hydrochloride → 4-{3-[2-Amino-4-(4-fluoro-phenyl)-quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrile

HRID 2075676Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2075676
C(=[N:14][C:15]1[CH:24]=[C:23]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:22]2[C:17](=[CH:18][C:19]([S:32][C:33]3[CH:34]=[C:35]([C:39]4([C:45]#[N:46])[CH2:44][CH2:43][O:42][CH2:41][CH2:40]4)[CH:36]=[CH:37][CH:38]=3)=[CH:20][CH:21]=2)[N:16]=1)(C1C=CC=CC=1)C1C=CC=CC=1.Cl.NO.C([O-])(=O)C.[K+]>CO>[NH2:14][C:15]1[CH:24]=[C:23]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:22]2[C:17](=[CH:18][C:19]([S:32][C:33]3[CH:34]=[C:35]([C:39]4([C:45]#[N:46])[CH2:40][CH2:41][O:42][CH2:43][CH2:44]4)[CH:36]=[CH:37][CH:38]=3)=[CH:20][CH:21]=2)[N:16]=1

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517044Potassium AcetateHCID 866138284-{3-[2-(Benzhydrylidene-amino)-4-(4-fluoro-phenyl)-quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrile

Produkt 1

HCID 670907114-{3-[2-Amino-4-(4-fluoro-phenyl)-quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3d (300 mg, 0.48 mmol), hydroxylamine hydrochloride (67 mg, 0.97 mmol), and potassium acetate (92 mg, 0.97 mmol) was dissolved in MeOH (10 mL) and stirred overnight at room temperature. The reaction was concentrated and purified by silica gel chromatography (30% EtOAc in hexanes) to obtain the desired product, 3e.

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. custompurified by silica gel chromatography (30% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-4854c5b9dc39445192c0f643efdcd576
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919621B2

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