Sodium Carbonate → HCID 57788003, Verbindung

HRID 249977Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249977
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([CH3:28])(=[N:22]C(OCC)=O)=[O:21])=[CH:16][CH:15]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:29][CH:30]([CH3:32])[CH3:31].[O-]CC.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([S:20]([CH3:28])(=[NH:22])=[O:21])=[CH:18][CH:19]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:29][CH:30]([CH3:32])[CH3:31]

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 2723922Sodium ethoxideHCID 57788008HCID 57788008, Verbindung

Produkt 1

HCID 57788003HCID 57788003, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

(RS)-S-[4-({[6-Bromo-4-(isopropylamino)quinazolin-7-yl]oxy}methyl)phenyl]-N-(ethoxycarbonyl)-S-methylsulphoximide (37 mg, 0.07 mmol) is dissolved in ethanol (5 ml), treated with sodium ethoxide (16 mg, 0.26 mmol), and is stirred at 60° C. for 6 hours and subsequently stirred at room temperature overnight. The batch is added to dilute aqueous sodium carbonate solution and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated. The desired product is obtained after chromatographic purification (silica gel, dichloro-methane/methanol: 020% methanol) of the residue in 79% yield (25 mg)

Aufarbeitung

  1. stirringsubsequently stirred at room temperature overnight
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-26be3cf757c64a69b2e2f364083b074a
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863283B2

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