Water → 4-chloro-7-methoxy-N-methylquinoline-6-carboxamide

HRID 387938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 387938
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][C:4]=1[C:14](Cl)=[O:15].COC1C=C2C(C(=O)C=[CH:25][NH:26]2)=CC=1C(O)=O.CN.O>O1CCCC1>[CH3:25][NH:26][C:14]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:3]=1[O:2][CH3:1])[N:10]=[CH:9][CH:8]=[C:7]2[Cl:13])=[O:15]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6329MethylamineHCID 229364397-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acidHCID 229365757-Methoxy-4-chloro-quinoline-6-carbonyl chloride

Produkt 1

HCID 589309334-chloro-7-methoxy-N-methylquinoline-6-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

After dissolving 7-methoxy-4-chloro-quinoline-6-carbonyl chloride synthesized by the method of Production Example 152-2 from 7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acid (947 mg) in tetrahydrofuran (70 ml), the solution was cooled to 0° C. A 40% aqueous methylamine solution (0.4 ml) was added, and the mixture was stirred at room temperature for 30 minutes. Water was added, extraction was performed 3 times with ethyl acetate, and the organic layers were combined, washed with water and saturated saline, dried over sodium sulfate and then dried under reduced pressure to obtain the title compound (710 mg).

Aufarbeitung

  1. extractionextraction
  2. washwashed with water and saturated saline
  3. dry with materialdried over sodium sulfate
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8bbdcb1603684e9db8244d6a2e3ed04f
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372981B2

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