Calcium Carbonate → Afatinib Impurity 56

HRID 1929787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1929787
[CH3:1][N:2]([CH3:9])[CH2:3][C:4]#[C:5][C:6]([OH:8])=[O:7].C(=O)([O-])[O-].[Ca+2]>C(OCC)(=O)C.CO>[CH3:1][N:2]([CH3:9])[CH2:3]/[CH:4]=[CH:5]\[C:6]([OH:8])=[O:7]

Komponenten

5

Edukt 2

HCID 10112Calcium CarbonateHCID 150797524-(Dimethylamino)but-2-ynoic acid

Produkt 1

HCID 59504961Afatinib Impurity 56Ausbeute 39,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2 g of the compound obtained in step 1) was diluted with 120 ml of a mixed solvent of ethyl acetate and methanol (1:1), and 450 mg of calcium carbonate on palladium was added thereto. The resulting mixture was stirred under a hydrogen gas for two hours. After the reaction terminated, the resulting solution was filtered through a cellite pad and distilled under a reduced pressure. The resulting residue was purified by column chromatography (methylene chloride:methanol=2:1) to obtain the title compound (800 mg, 39%).

Aufarbeitung

  1. additionwas added
  2. customAfter the reaction terminated
  3. filtrationthe resulting solution was filtered through a cellite pad
  4. distillationdistilled under a reduced pressure
  5. customThe resulting residue was purified by column chromatography (methylene chloride:methanol=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-e45c468293b94d2e840300a46cbb77cd
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188102B2

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