Hydrochloric Acid → HCID 11590865, Verbindung

HRID 1454416Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1454416
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([C:24]3[CH:28]=[C:27]([CH:29](OCC)[O:30]CC)[O:26][CH:25]=3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][C:13]=1[C:36]#[N:37].Cl.C(=O)(O)[O-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([C:24]3[CH:28]=[C:27]([CH:29]=[O:30])[O:26][CH:25]=3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][C:13]=1[C:36]#[N:37]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 57530556HCID 57530556, Verbindung

Produkt 1

HCID 11590865HCID 11590865, VerbindungAusbeute 54,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a suspension of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-[5-(diethoxymethyl)-3-furyl]-6-methoxy-3-quinolinecarbonitrile (2.60 g, 4.79 mmol) in 70 mL of tetrahydrofuran is added 27 mL of 2N hydrochloric acid. The mixture is stirred at room temperature for 1.5 hours then slowly added to 200 mL of saturated aqueous sodium bicarbonate. The mixture is stirred for 30 minutes and the solid is collected by filtration washing with water and ethyl acetate. The solid is heated with ethyl acetate and the suspension is filtered to provide 1.23 g of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(5-formyl-3-furyl)-6-methoxy-3-quinolinecarbonitrile.

Aufarbeitung

  1. stirringThe mixture is stirred for 30 minutes
  2. filtrationthe solid is collected by filtration
  3. washwashing with water and ethyl acetate
  4. temperatureThe solid is heated with ethyl acetate
  5. filtrationthe suspension is filtered

Quellen und Nachweise

ORD-Eintrag
ord-caaae7d7945a4fb5909ce1361400ab16
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07479561B2

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