StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

2,6-Diethylaniline → N-(2,6-diethylphenyl)-8-iodo-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

HRID 81970
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 81970
[I:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][C:6]3[C:12]([C:16]([O:18]CC)=O)=[N:13][N:14]([CH3:15])[C:5]=3[C:4]=2[N:3]=1.[OH-].[K+].C(N(C(C)C)C(C)C)C.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[CH2:54]([C:56]1[CH:62]=[CH:61][CH:60]=[C:59]([CH2:63][CH3:64])[C:57]=1[NH2:58])[CH3:55]>C(O)C>[CH2:54]([C:56]1[CH:62]=[CH:61][CH:60]=[C:59]([CH2:63][CH3:64])[C:57]=1[NH:58][C:16]([C:12]1[C:6]2[CH2:7][CH2:8][C:9]3[CH:10]=[N:11][C:2]([I:1])=[N:3][C:4]=3[C:5]=2[N:14]([CH3:15])[N:13]=1)=[O:18])[CH3:55]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 113692,6-DiethylanilineHCID 14797Potassium HydroxideHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 44232943ethyl 8-iodo-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

Produkt 1

HCID 86653101
N-(2,6-diethylphenyl)-8-iodo-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 8-iodo-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (4.0 g, 10.4 mmol) prepared as described in WO2004/104007 was dissolved in anhydrous ethanol (150 mL) and treated with potassium hydroxide (5.83 g, 104 mmol.) at RT for 24 hour. The white precipitate formed during the reaction was collected by filtration. The solid was then suspended in anhydrous dimethylformamide (5.0 mL) and treated with N-ethyl-N,N-diisopropylamine (10 ml) and O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) (4.5 g, 14.1 mmol). The mixture was then treated with 2,6-diethylaniline (2.3 ml, 14.1 mmol) and stirred at room temperature overnight. The solvent was removed under reduced pressure and the crude was purified by column chromatography to afford the title compound.

Aufarbeitung

  1. customThe white precipitate formed during the reaction
  2. filtrationwas collected by filtration
  3. customThe solvent was removed under reduced pressure
  4. customthe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-059465ba97fd4bd59d5555eae22fd6f4
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08846701B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion