1-Iodoheptane → Ethyl 4-[(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-1-heptyl-6-quinolinyl)ethynyl]benzoate

HRID 52455

Reaktionsgleichung

Reaktionsgleichung von HRID 52455
[H-].[Na+].C[C:4]1(C)[C:13]2C(=CC=C(C#CC3C=CC(C([O-])=O)=CC=3)[CH:12]=2)N[C:6](=O)[CH2:5]1.ICCCCCCC.[CH3:35][C:36]1([CH3:63])[C:45]2[C:40](=[CH:41][CH:42]=[C:43]([C:46]#[C:47][C:48]3[CH:58]=[CH:57][C:51]([C:52]([O:54][CH2:55][CH3:56])=[O:53])=[CH:50][CH:49]=3)[CH:44]=2)[N:39]([CH:59](C)[CH3:60])[C:38](=[O:62])[CH2:37]1>CN(C=O)C>[CH3:63][C:36]1([CH3:35])[C:45]2[C:40](=[CH:41][CH:42]=[C:43]([C:46]#[C:47][C:48]3[CH:58]=[CH:57][C:51]([C:52]([O:54][CH2:55][CH3:56])=[O:53])=[CH:50][CH:49]=3)[CH:44]=2)[N:39]([CH2:59][CH2:60][CH2:6][CH2:5][CH2:4][CH2:13][CH3:12])[C:38](=[O:62])[CH2:37]1

Komponenten

6

Edukt 4

HCID 202741-IodoheptaneHCID 24758Sodium hydrideHCID 19963717Ethyl 4-[(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-1-iso-propyl-6-quinolinyl)ethynyl]benzoate2×HCID 199637384-[(4,4-Dimethyl-2-oxo-1,2,3,4-tetrahydro-6-quinolinyl)ethynyl]benzoate2×

Produkt 1

HCID 19963740Ethyl 4-[(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-1-heptyl-6-quinolinyl)ethynyl]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

NaH (98.4 mg, 2.7 mmol), ethyl 4-[(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-6-quinolinyl )ethynyl]benzoate (Compound 4, 635 mg, 1.8 mmol) and iodo heptane (2.73 mL, 18 mmol) in 3 mL of DMF were reacted substantially in accordance with the procedure used for the preparation of ethyl 4-[(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-1-iso-propyl-6-quinolinyl)ethynyl]benzoate (Compound 5), to give the title compound as white solids.

Quellen und Nachweise

ORD-Eintrag
ord-1d925642ef7545ff9ad20b50eaa3c39d
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616712

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