Triethylamine → N-(2-methylcyclopentyl)-3,5-difluoro-4-(2-propynyloxy)benzamide

HRID 601997

Reaktionsgleichung

Reaktionsgleichung von HRID 601997
[CH3:1][CH:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[NH2:7].C(N(CC)CC)C.[F:15][C:16]1[CH:17]=[C:18]([CH:22]=[C:23]([F:29])[C:24]=1[O:25][CH2:26][C:27]#[CH:28])[C:19](Cl)=[O:20]>C(OCC)(=O)C>[CH3:1][CH:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[NH:7][C:19](=[O:20])[C:18]1[CH:22]=[C:23]([F:29])[C:24]([O:25][CH2:26][C:27]#[CH:28])=[C:16]([F:15])[CH:17]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 4097472-MethylcyclopentylamineHCID 574456963,5-Difluoro-4-(2-propynyloxy)benzoyl chloride

Produkt 1

HCID 57701151N-(2-methylcyclopentyl)-3,5-difluoro-4-(2-propynyloxy)benzamideAusbeute 23,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

A mixture of 0.12 g of 2-methylcyclopentylamine, 0.2 ml of triethylamine and 1 ml of ethyl acetate was added dropwise under ice cooling to a mixture of 1 ml of ethyl acetate and 0.23 g of 3,5-difluoro-4-(2-propynyloxy)benzoyl chloride. The mixture obtained was stirred at room temperature for 12 hours. Then, the reaction mixture was subjected to silica gel column chromatography to obtain 0.07 g of N-(2-methylcyclopentyl)-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 54 of the present invention) represented by the formula:

Aufarbeitung

  1. customThe mixture obtained

Quellen und Nachweise

ORD-Eintrag
ord-71eadf54d06749b79c25711ed5634508
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902400B2

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