Potassium Carbonate → HCID 44539338, Verbindung

HRID 455139Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 455139
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][N:11]3[C:17]=2[CH2:18][C:19]2[N:23]=[C:22]([C:24]([O:26]CC)=O)[O:21][N:20]=2)=[CH:4][CH:3]=1.[NH2:29][OH:30].Cl.C([O-])([O-])=O.[K+].[K+]>CCO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][N:11]3[C:17]=2[CH2:18][C:19]2[N:23]=[C:22]([C:24]([NH:29][OH:30])=[O:26])[O:21][N:20]=2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 67028687HCID 67028687, Verbindung

Produkt 1

HCID 44539338HCID 44539338, VerbindungAusbeute 61,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3-((2-(4-chlorophenyl)-6-fluoroimidazo[1,2-a]pyridin-3-yl)methyl)-1,2,4-oxadiazole-5-carboxylate (0.125 mmol, 50.0 mg) in EtOH (10 mL) was added NH2OH.HCl (0.75 mmol, 52.1 mg) and K2CO3 (0.375 mmol, 51.8 mg) at r.t. The reaction mixture was stirred for 30 mins at r.t., and filtered. The filtrate was concentrated under reduced pressure, to give the title product (30 mg, 60.0%), as a white solid. m/e+=388 (M+H+). 1H NMR (300 MHz, in DMSO-d6): δ 12.14 (1H, D, brd, OH), δ 9.87 (1H, D, brd, NH), δ 8.69-8.68 (1H, D, dd, J=5.2, 2.4 Hz, ArH), δ 7.81-7.79 (2H, D, d, J=8.4 Hz, ArH), δ 7.74-7.71 (1H, D, dd, J=9.6, 5.2 Hz, ArH), δ 7.55-7.53 (2H, D, d, J=8.4 Hz, ArH), δ 7.47-7.41 (1H, D, m, ArH), and δ 4.73 (2H, D, s, CH2).

Aufarbeitung

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-48eee2171b8f411e83a5fe2259712023
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497278B2

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