Sodium Carbonate → HCID 86655023, Verbindung

HRID 2066891Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2066891
C(=O)(O)[O-].[Na+].[NH:6]1[CH2:11][CH2:10][CH:9]([O:12][N:13]=[C:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][C:21]=3[F:30])[CH2:16][CH2:15]2)[CH2:8][CH2:7]1.[N:31]#[C:32]Br.C(=O)([O-])[O-].[Na+].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C(Cl)Cl.O>[F:30][C:21]1[CH:22]=[C:23]([S:26]([CH3:29])(=[O:27])=[O:28])[CH:24]=[CH:25][C:20]=1[N:17]1[CH2:18][CH2:19][C:14](=[N:13][O:12][CH:9]2[CH2:10][CH2:11][N:6]([C:32]#[N:31])[CH2:7][CH2:8]2)[CH2:15][CH2:16]1

Komponenten

8

Edukt 5

HCID 10340Sodium CarbonateHCID 10476Cyanogen BromideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516892Sodium BicarbonateHCID 866550221-(2-Fluoro-4-methanesulfonyl-phenyl)-piperidin-4-one O-piperidin-4-yl-oxime

Produkt 1

HCID 86655023HCID 86655023, VerbindungAusbeute 135,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To sodium bicarbonate (34 mg, 0.4 mmol), was added water (17 μL) and 63a (74 mg, 0.2 mmol) in 1 mL of DCM. The mixture was cooled to 0° C. and cyanogen bromide (25 mg, 0.24 mmol) was added. The mixture was stirred at room temperature overnight. Sodium carbonate was added as well as magnesium sulfate and the solids were filtered and rinsed with DCM. The filtrate was concentrated to give 107 mg of 68b.

Aufarbeitung

  1. filtrationthe solids were filtered
  2. washrinsed with DCM
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8ba083ad998d4497a42915e08918ce7a
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08293729B2

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