Sodium Hydroxide → 1,1-Dimethylethyl 4-[6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carboxylate

HRID 884497

Reaktionsgleichung

Reaktionsgleichung von HRID 884497
[C:1]([N:4]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([F:28])[F:27])=[CH:20][C:19]=1[C:29](OC)=[O:30])[CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)(=[O:3])[NH2:2].[OH-].[Na+]>O1CCOCC1>[F:27][CH:26]([F:28])[CH2:25][O:24][C:21]1[CH:20]=[C:19]2[C:18](=[CH:23][CH:22]=1)[N:4]([CH:5]1[CH2:6][CH2:7][N:8]([C:11]([O:13][C:14]([CH3:16])([CH3:17])[CH3:15])=[O:12])[CH2:9][CH2:10]1)[C:1](=[O:3])[NH:2][C:29]2=[O:30]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 595872271,1-Dimethylethyl 4-{carbamoyl[4-(2,2-difluoroethoxy)-2-(methoxycarbonyl)-phenyl]amino}piperidine-1-carboxylate

Produkt 1

HCID 595871251,1-Dimethylethyl 4-[6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2.5 g of 1,1-dimethylethyl 4-{carbamoyl[4-(2,2-difluoroethoxy)-2-(methoxycarbonyl)phenyl]amino}piperidine-1-carboxylate obtained in stage 3.4 in solution in a mixture of 10 ml of dioxane and 5 ml of a 1N aqueous NaOH solution are irradiated under a microwave field at 130° C. for 30 min. Extraction is carried out with AcOEt and the extract is neutralized with a 1N aqueous HCl solution, washed with water, dried over MgSO4, filtered and evaporated under reduced pressure. The residue obtained is triturated in an AcOEt/pentane mixture to give the expected product. The same reaction is reproduced with 2 other lots of 2.5 g of 1,1-dimethylethyl 4-{carbamoyl[4-(2,2-difluoroethoxy)-2-(methoxycarbonyl)phenyl]amino}piperidine-1-carboxylate obtained in stage 3.4 to give, in total, 5.63 g of expected product.

Aufarbeitung

  1. customare irradiated under a microwave field at 130° C. for 30 min
  2. extractionExtraction
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue obtained
  8. customis triturated in an AcOEt/pentane mixture

Quellen und Nachweise

ORD-Eintrag
ord-c980d0ccee024131b0d89f5c974f28e1
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242126B2

Verknüpfte Notizen

Wird geladen…