Dimethylformamide → (E)-2-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-2-(tetrahydro-3-furanylmethoxy)-4H-pyrido[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide

HRID 1828507Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1828507
[OH:1][C:2]1[N:3]=[C:4]2[CH:16]=[C:15]([CH2:17][CH2:18][C:19]3[S:20][CH:21]=[C:22]([CH:24]([CH3:26])[CH3:25])[N:23]=3)[CH:14]=[CH:13][N:5]2[C:6](=[O:12])[C:7]=1/[CH:8]=[CH:9]/[C:10]#[N:11].CN(C)C=O.C(N(C(C)C)CC)(C)C.I[CH2:42][CH:43]1[CH2:47][CH2:46][O:45][CH2:44]1>O.C(Cl)(Cl)Cl>[CH:24]([C:22]1[N:23]=[C:19]([CH2:18][CH2:17][C:15]2[CH:14]=[CH:13][N:5]3[C:6](=[O:12])[C:7](/[CH:8]=[CH:9]/[C:10]#[N:11])=[C:2]([O:1][CH2:42][CH:43]4[CH2:47][CH2:46][O:45][CH2:44]4)[N:3]=[C:4]3[CH:16]=2)[S:20][CH:21]=1)([CH3:26])[CH3:25]

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 27630063-(Iodomethyl)oxolaneHCID 136347721(E)-2-{2-Hydroxy-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido-[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide

Produkt 1

HCID 22063773(E)-2-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-2-(tetrahydro-3-furanylmethoxy)-4H-pyrido[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

(E)-2-{2-Hydroxy-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido-[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide (100 mg) was added with dimethylformamide (5 ml), diisopropylethylamine (500 ml) and 3-(iodomethyl)tetrahydrofuran (200 ml), and then the mixture was stirred at 80° C. for 2 hours and further stirred overnight at room temperature. After the reaction mixture was distributed between chloroform and water, the organic layer was dried over magnesium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to obtain the title compound (51 mg).

Aufarbeitung

  1. stirringfurther stirred overnight at room temperature
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. customAfter the solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2310b9414fe84d4495c05f6cc50a8793
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07056917B2

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