Bis(2-oxo-3-oxazolidinyl)phosphinic chloride → 1H-Benzoimidazole-2-carboxylic acid (1-pyrimidin-4-yl-piperidin-4-yl)-amide

HRID 18511

Reaktionsgleichung

Reaktionsgleichung von HRID 18511
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([OH:12])=O.FC(F)(F)C(O)=O.[N:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH2:31][CH2:30][CH:29]([NH2:32])[CH2:28][CH2:27]2)=[N:22][CH:21]=1.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.C([O-])(O)=O.[Na+]>CN(C=O)C.CCN(CC)CC>[N:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH2:27][CH2:28][CH:29]([NH:32][C:10]([C:2]3[NH:1][C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=3)=[O:12])[CH2:30][CH2:31]2)=[N:22][CH:21]=1

Komponenten

7

Edukt 4

HCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 2332402-Benzimidazolecarboxylic acidHCID 516892Sodium BicarbonateHCID 223943841-Pyrimidin-4-yl-piperidin-4-ylamine trifluoroacetate

Produkt 1

HCID 860098671H-Benzoimidazole-2-carboxylic acid (1-pyrimidin-4-yl-piperidin-4-yl)-amide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of 80 mg 1H-Benzoimidazole-2-carboxylic acid in 1 mL DMF and 0.2 mL NEt3, 200 mg 1-Pyrimidin-4-yl-piperidin-4-ylamine trifluoroacetate and 125 mg BOP-Cl were added and the mixture was stirred for 3 h. Finally, 3 mL saturated NaHCO3 solution were added and the mixture was filtered through a chem elut® cartridge by elution with ethyl acetate. After removal of the solvent under reduced pressure the crude product was subjected to the next reaction step without further purification. Yield: 160 mg.

Aufarbeitung

  1. filtrationthe mixture was filtered through a chem elut® cartridge by elution with ethyl acetate
  2. customAfter removal of the solvent under reduced pressure the crude product
  3. customwas subjected to the next reaction step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-79f71b05143e49688872fd3f6a5d773c
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741341B2

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