Diisopropylethylamine → N-(4-(6-Cyano-7-(2-methoxyethoxy)-4-quinolyl)oxyphenyl)-N'-(3-methylisoxazol-5-yl)urea

HRID 387754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 387754
[NH2:1][C:2]1[CH:25]=[CH:24][C:5]([O:6][C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][CH2:21][O:22][CH3:23])=[C:14]([C:17]#[N:18])[CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH3:26][C:27]1[CH:31]=[C:30]([NH:32][C:33](=O)[O:34]C2C=CC=CC=2)[O:29][N:28]=1.C(N(C(C)C)CC)(C)C>C1(C)C=CC=CC=1>[C:17]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][C:13]=1[O:19][CH2:20][CH2:21][O:22][CH3:23])[N:10]=[CH:9][CH:8]=[C:7]2[O:6][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:33]([NH:32][C:30]2[O:29][N:28]=[C:27]([CH3:26])[CH:31]=2)=[O:34])=[CH:25][CH:24]=1)#[N:18]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 229365064-(4-Aminophenoxy)-6-cyano-7-(2-methoxyethoxy)quinolineHCID 22936635Phenyl (3-methylisoxazol-5-yl)carbamate

Produkt 1

HCID 22936702N-(4-(6-Cyano-7-(2-methoxyethoxy)-4-quinolyl)oxyphenyl)-N'-(3-methylisoxazol-5-yl)ureaAusbeute 74,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

The 4-(4-aminophenoxy)-6-cyano-7-(2-methoxyethoxy)quinoline (100 mg) synthesized in Production Example 10 and phenyl N-(3-methylisoxazol-5-yl)carbamate (81 mg) were added to toluene (5 ml), diisopropylethylamine (0.88 ml) was added and the mixture was heated and stirred at 100° C. for 2 hours. After cooling, the precipitated crystals were filtered and washed with an ethyl acetate:toluene (1:1) mixed solvent to obtain the title compound (102 mg).

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were filtered
  5. washwashed with an ethyl acetate:toluene (1:1)
  6. additionmixed solvent

Quellen und Nachweise

ORD-Eintrag
ord-f4b10c5322fc41718a0334dc3943400a
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372981B2

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