Dimethylformamide dimethyl acetal → HCID 86658932, Verbindung

HRID 1950777Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950777
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:16]([CH3:23])[N:15]=[C:14]([S:24][CH3:25])[N:13]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.CO[CH:28](OC)[N:29]([CH3:31])[CH3:30]>CN(C=O)C.C(Cl)Cl.O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([NH:11][C:12]2[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:16](/[CH:23]=[CH:28]/[N:29]([CH3:31])[CH3:30])[N:15]=[C:14]([S:24][CH3:25])[N:13]=2)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Komponenten

6

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 66984909HCID 66984909, Verbindung

Produkt 1

HCID 86658932HCID 86658932, VerbindungAusbeute 102 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

To the solution of ethyl 4-(3,5-dimethoxyphenylamino)-6-methyl-2(methylthio)pyrimidine-5-carboxylate (2.7 g, 7.4 mmol) in 30 mL DMF was added N,N-dimethylformamide dimethylacetal (1.58 mL, 11.1 mmol). The reaction mixture was stirred at 130° C. for 2 hour. After monitoring the reaction by TLC was cooled to room temperature, then the mixture was diluted with DCM and water. After extracted three times by DCM from the aqueous layer, the combined organic layer was dried over MgSO4. The solution was condensed under reduced pressure yielding crude mixture (3.16 g). The mixture was used for the next step without further purification.

Aufarbeitung

  1. customthe reaction by TLC
  2. temperaturewas cooled to room temperature
  3. extractionAfter extracted three times by DCM from the aqueous layer
  4. dry with materialthe combined organic layer was dried over MgSO4
  5. customcondensed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-827148eb60c549d1b78e96cf0765cc2e
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404677B2

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