Dichloromethane → HCID 86759736, Verbindung

HRID 2182551Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2182551
C1CCN([C:7](/N=N/C(N2CCCCC2)=O)=[O:8])CC1.O[C:20]1[CH:29]=[C:28]2[C:23]([CH:24]=[N:25][C:26](OC)=[N:27]2)=[CH:22][CH:21]=1.C1(OCCO)CCCC1.C(P(CCCC)CCCC)CCC.C(Cl)[Cl:55]>CCOCC>[ClH:55].[CH3:7][O:8][C:24]1[C:23]2[C:28](=[CH:29][CH:20]=[CH:21][CH:22]=2)[N:27]=[CH:26][N:25]=1

Komponenten

7

Edukt 5

HCID 6344DichloromethaneHCID 13831TributylphosphineHCID 5702657diazenedicarboxylic acid bis(N,N-piperidide)HCID 131875202-(Cyclopentyloxy)ethan-1-olHCID 136399837HCID 136399837, Verbindung

Produkt 1

HCID 86759736HCID 86759736, VerbindungAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

1,1-(Azodicarbonyl)dipiperidine (355 mg, 1.4 mmol) was added in portions to a mixture of 44-chloro-2-fluoroanilino)-7-hydroxy-methoxyquinazoline (I 50 mg, 0.47 mmol), (prepared as described for the starting material in Example 2), 2-(cyclopentyloxy)ethanol (91 mg, 0.7 mmol), (U.S. Pat. No. 4,515,814), and tributylphosphine (284 mg, 1.4 mmol) in methylene chloride (6 ml) at 0° C. The mixture was then allowed to warm to ambient temperature and stirred for 3.5 hours. Ether (3 ml) was added and the insolubles were removed by filtration and the volatiles were removed from the filtrate by evaporation. The residue was dissolved in acetone and 1M ethereal hydrogen chloride (0.6 ml) was added. The mixture was left to stand for 60 hours and the precipitate was collected by filtration, washed with acetone and dried to give 44-chloro-2-fluoroanilino)-72-cyclopentyl xyethoxy)-4-methoxyquinazoline hydrochloride (130 mg, 60%).

Aufarbeitung

  1. custom(prepared
  2. customat 0° C
  3. customthe insolubles were removed by filtration
  4. customthe volatiles were removed from the filtrate by evaporation
  5. dissolutionThe residue was dissolved in acetone
  6. addition1M ethereal hydrogen chloride (0.6 ml) was added
  7. waitThe mixture was left
  8. waitto stand for 60 hours
  9. filtrationthe precipitate was collected by filtration
  10. washwashed with acetone
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f468ebb7b5a242c2ae43886d535a358b
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06897210B2

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