Methyl iodide → 3-[2-Chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-2-(methoxycarbonylmethoxy)pyridine

HRID 1862230Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1862230
[Cl:1][C:2]1[CH:20]=[C:19]([F:21])[C:18]([N:22]2[C:27](=[O:28])[CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[NH:24][C:23]2=[O:33])=[CH:17][C:3]=1[O:4][C:5]1[C:6]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[N:7][CH:8]=[CH:9][CH:10]=1.[C:34](=O)([O-])[O-].[K+].[K+].CI>C(#N)C>[Cl:1][C:2]1[CH:20]=[C:19]([F:21])[C:18]([N:22]2[C:27](=[O:28])[CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[N:24]([CH3:34])[C:23]2=[O:33])=[CH:17][C:3]=1[O:4][C:5]1[C:6]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[N:7][CH:8]=[CH:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodide2×HCID 11430Potassium CarbonateHCID 186192103-{2-Chloro-4-fluoro-5-[2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine

Produkt 1

HCID 120567393-[2-Chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-2-(methoxycarbonylmethoxy)pyridineAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a mixture of 0.10 g of 3-{2-chloro-4-fluoro-5-[2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine, 1 ml of acetonitrile and 31 mg of potassium carbonate, 32 mg of methyl iodide was added to the mixture, and the mixture was stirred at room temperature for 1.5 hours. 64 mg of methyl iodide was added to the mixture, and the mixture was stirred at 50° C. for 1 hour. The mixture was filterated, and the filterate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 97 mg of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine [present compound 7-7].

Aufarbeitung

  1. additionwas added to the mixture
  2. stirringthe mixture was stirred at 50° C. for 1 hour
  3. concentrationthe filterate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c1a1f95af5e040f88a159a5c5575daf5
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06537948B1

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