Diethyl Ether → HCID 86665777, Verbindung

HRID 517476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517476
[Cl:1][C:2]1[N:3]=[C:4]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[C:5]2[N:11]=[CH:10][C:9]([C:12]3[O:16][C:15]([CH:17]=[O:18])=[CH:14][CH:13]=3)=[CH:8][C:6]=2[N:7]=1.[CH2:25]1COCC1.C[Mg]Br.C(OCC)C>O>[Cl:1][C:2]1[N:3]=[C:4]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[C:5]2[N:11]=[CH:10][C:9]([C:12]3[O:16][C:15]([CH:17]([OH:18])[CH3:25])=[CH:14][CH:13]=3)=[CH:8][C:6]=2[N:7]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 86665776HCID 86665776, VerbindungHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 86665777HCID 86665777, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

To a 50 mL round bottom flask, 5-(2-chloro-4-morpholino-pyrido[3,2-d]pyrimidin-7-yl)furan-2-carbaldehyde (0.4 g, 0.0012 mol) and THF (15 mL) were added and cooled to 0-5° C. To the flask was slowly added 3.0 M methyl magnesium bromide in diethyl ether (0.6 mL, 0.0036 mol). The resulting reaction mixture was stirred at room temperature for 2 h. To the reaction mass, water was added and extracted with DCM. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced to get the crude product. The crude product was purified by column chromatography using 1% MeOH in chloroform [0.17 g, 40%]. LC-MS (ESI): Calculated mass: 360.1; Observed mass: 361.1(RT: 1.29 min).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. extractionextracted with DCM
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-db8543f3b1cf400ca142ce2f4f82afad
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115092B2

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