Water → 5-Chloro-N-(3-{[3-fluoro-4-(3-oxo-4-morpholinyl)phenyl]amino}-2-hydroxypropyl)-2-thiophenecarboxamide

HRID 499736Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 499736
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][C:9]2=[O:14])=[C:4]([F:15])[CH:3]=1.[Cl:16][C:17]1[S:21][C:20]([C:22]([NH:24][CH2:25][CH:26]2[CH2:28][O:27]2)=[O:23])=[CH:19][CH:18]=1.O>C(O)C>[Cl:16][C:17]1[S:21][C:20]([C:22]([NH:24][CH2:25][CH:26]([OH:27])[CH2:28][NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][C:9]3=[O:14])=[C:4]([F:15])[CH:3]=2)=[O:23])=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 219197985-chloro-N-(2-oxiranylmethyl)-2-thiophenecarboxamideHCID 231053114-(4-Amino-2-fluoro-phenyl)-morpholin-3-one

Produkt 1

HCID 210707105-Chloro-N-(3-{[3-fluoro-4-(3-oxo-4-morpholinyl)phenyl]amino}-2-hydroxypropyl)-2-thiophenecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

800 mg (3.8 mmol) of 4-(4-amino-2-fluorophenyl)-3-morpholinone and 700 mg (3.22 mmol) of 5-chloro-N-(2-oxiranylmethyl)-2-thiophenecarboxamide are heated in 15 ml of ethanol and 1 ml of water under reflux for 6 hours. The mixture is evaporated in vacuo, the crystals which have separated out after treatment with ethyl acetate are filtered off with suction, and chromatography of the mother liquor results in 276 mg (17% of theory) of the target compound.

Aufarbeitung

  1. customThe mixture is evaporated in vacuo
  2. customthe crystals which have separated out after treatment with ethyl acetate
  3. filtrationare filtered off with suction, and chromatography of the mother liquor
  4. customresults in 276 mg (17% of theory) of the target compound

Quellen und Nachweise

ORD-Eintrag
ord-23c0b1ef7eef4a439f61e36f51cb7ac1
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767702B2

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