Diisopropylethylamine → Ethyl-2-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,3-oxazole-4-carboxylate

HRID 561239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 561239
[Br:1][C:2]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.Cl[C:17]1[O:18][CH:19]=[C:20]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:21]=1.CCN(C(C)C)C(C)C>CCO>[CH2:25]([O:24][C:22]([C:20]1[N:21]=[C:17]([N:8]2[CH2:7][CH2:6][CH:5]([O:4][C:3]3[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:2]=3[Br:1])[CH2:10][CH2:9]2)[O:18][CH:19]=1)=[O:23])[CH3:26]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 2763184Ethyl 2-chlorooxazole-4-carboxylateHCID 578327574-(2-Bromo-5-fluorophenoxy)piperidine

Produkt 1

HCID 66696829Ethyl-2-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,3-oxazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4-(2-bromo-5-fluorophenoxy)piperidine (3.281 g, 11.97 mmol) in EtOH (28.5 mL) was added ethyl 2-chlorooxazole-4-carboxylate (1 g, 5.70 mmol) and DIPEA (1.990 mL, 11.39 mmol). The reaction mixture was stirred at rt for 5 h. The solvent was evaporated under reduced pressure. The residue was diluted with 1N HCl and extracted with EtOAc. The combined organic layers were dried (MgSO4), filtered and evaporated under reduced pressure to give the title compound.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. additionThe residue was diluted with 1N HCl
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-38931cb3ba214a42945869ec5193b004
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063224B2

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