Potassium Carbonate → Methyl 3-[3'-(3-heptyl-1-methylureido)-2-(4,4,4-trifluorobutoxy)biphenyl-4-yl]propanoate

HRID 250894

Reaktionsgleichung

Reaktionsgleichung von HRID 250894
I[CH2:2][CH2:3][CH2:4][C:5]([F:8])([F:7])[F:6].[CH2:9]([NH:16][C:17](=[O:39])[N:18]([C:20]1[CH:21]=[C:22]([C:26]2[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][C:34]([O:36][CH3:37])=[O:35])=[CH:28][C:27]=2[OH:38])[CH:23]=[CH:24][CH:25]=1)[CH3:19])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:9]([NH:16][C:17](=[O:39])[N:18]([C:20]1[CH:21]=[C:22]([C:26]2[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][C:34]([O:36][CH3:37])=[O:35])=[CH:28][C:27]=2[O:38][CH2:2][CH2:3][CH2:4][C:5]([F:8])([F:7])[F:6])[CH:23]=[CH:24][CH:25]=1)[CH3:19])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 27751891,1,1-Trifluoro-4-iodobutaneHCID 11582687Methyl 3-[3'-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoate

Produkt 1

HCID 67273716Methyl 3-[3'-(3-heptyl-1-methylureido)-2-(4,4,4-trifluorobutoxy)biphenyl-4-yl]propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

In a manner similar to that of Example (25a), by reaction of 500 μL (3.78 mmol, 5.8 eq) of 1-iodo-4,4,4-trifluorobutane and 280 mg (0.65 mmol, 1 eq) of methyl 3-[3′-(3-heptyl-1-methylureido)-2-hydroxybiphenyl-4-yl]propanoate (prepared in Example 15f) in 10 ml of methyl ethyl ketone in the presence of 500 mg (3.61 mmol, 5.5 eq) of potassium carbonate at 80° C. for 12 hours, methyl 3-[3′-(3-heptyl-1-methylureido)-2-(4,4,4-trifluorobutoxy)biphenyl-4-yl]propanoate is obtained in oil form and is used in the following reaction without further purification.

Quellen und Nachweise

ORD-Eintrag
ord-03d03e0b742c4cecb0054bcd445a297c
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863332B2

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