Methyl iodide → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(1-methyl-5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}benzonitrile

HRID 474819Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 474819
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][S:18][C:19]3[NH:20][CH:21]=[C:22]([CH2:26][C:27]4[CH:28]=[N:29][C:30]([O:33][CH3:34])=[N:31][CH:32]=4)[C:23](=[O:25])[N:24]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:35]([F:38])([F:37])[F:36].[CH3:39]CN(C(C)C)C(C)C.CI>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][S:18][C:19]3[N:20]([CH3:39])[CH:21]=[C:22]([CH2:26][C:27]4[CH:32]=[N:31][C:30]([O:33][CH3:34])=[N:29][CH:28]=4)[C:23](=[O:25])[N:24]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:35]([F:37])([F:38])[F:36]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 178494156HCID 178494156, Verbindung

Produkt 1

HCID 677762312-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(1-methyl-5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}benzonitrileAusbeute 7,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}benzonitrile (100 mg, 0.179 mmol) and Hunig's base (0.062 mL, 0.357 mmol) in DCM (3 mL) was added MeI (0.013 mL, 0.214 mmol). The mixture was stirred at room temperature overnight, and quenched by ice water. Purification via MDAP afforded the title compound (8 mg, 7.80% yield). LCMS: rt=3.29 min, [M+H+]=575

Aufarbeitung

  1. customquenched by ice water
  2. customPurification via MDAP

Quellen und Nachweise

ORD-Eintrag
ord-2d3bbb42480c4ef8b00d3813928b432b
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637536B2

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