Diisopropylethylamine → 3-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]-4,5-dihydroisoxazole-5-carboxamide

HRID 561207Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 561207
Br[C:2]1[CH2:6][CH:5]([C:7]([NH2:9])=[O:8])[O:4][N:3]=1.[Br:10][C:11]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:12]=1[O:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(N(CC)C(C)C)(C)C>C(O)C>[Br:10][C:11]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:12]=1[O:13][CH:14]1[CH2:15][CH2:16][N:17]([C:2]2[CH2:6][CH:5]([C:7]([NH2:9])=[O:8])[O:4][N:3]=2)[CH2:18][CH2:19]1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 441183083-Bromo-4,5-dihydro-1,2-oxazole-5-carboxamideHCID 578327574-(2-Bromo-5-fluorophenoxy)piperidine

Produkt 1

HCID 666968003-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]-4,5-dihydroisoxazole-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-bromo-4,5-dihydroisoxazole-5-carboxamide (1.5 g, 7.77 mmol), 4-(2-bromo-5-fluorophenoxy)piperidine (2.56 g, 9.33 mmol) and N,N-diisopropylethylamine (3.5 mL, 20.04 mmol) in ethanol (15 mL) was heated at reflux temperature overnight. Solvent was then removed in vacuo. The residue was suspended in water and stirred for 1 h. The solid was collected, washed with water and Et2O. Drying under vacuum gave the title compound as a light brown powder.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux temperature overnight
  3. customSolvent was then removed in vacuo
  4. customThe solid was collected
  5. washwashed with water and Et2O
  6. customDrying under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b38cba21652543928f35c93aff5fce0f
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063224B2

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