Triethylamine → N-({[1-(3,4-Dichloro-benzyl)-azetidin-3-ylmethyl]-carbamoyl}-methyl)-2-methoxy-benzamide

HRID 638807Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 638807
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.CN(C(=[N+](C)C)ON1C2=NC=CC=C2N=N1)C.[NH2:43][CH2:44][C:45]([NH:47][CH2:48][CH:49]1[CH2:52][N:51]([CH2:53][C:54]2[CH:59]=[CH:58][C:57]([Cl:60])=[C:56]([Cl:61])[CH:55]=2)[CH2:50]1)=[O:46]>CN(C)C=O.C(Cl)(Cl)Cl.CO>[Cl:61][C:56]1[CH:55]=[C:54]([CH:59]=[CH:58][C:57]=1[Cl:60])[CH2:53][N:51]1[CH2:50][CH:49]([CH2:48][NH:47][C:45]([CH2:44][NH:43][C:5](=[O:7])[C:4]2[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=2[O:2][CH3:1])=[O:46])[CH2:52]1

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 113702-Methoxybenzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 687143682-Amino-N-[1-(3,4-dichloro-benzyl)-azetidin-3-ylmethyl]-acetamide

Produkt 1

HCID 11676451N-({[1-(3,4-Dichloro-benzyl)-azetidin-3-ylmethyl]-carbamoyl}-methyl)-2-methoxy-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittel2×HCID 21584188Chloroform methanolLösungsmittel

Versuchsvorschrift

A solution of 2-methoxybenzoic acid in dimethylformamide is treated with triethylamine (2 M equivalents) and [dimethylamino-([1,2,3]triazolo[4,5-b]pyridin-3-yloxy)-methylene]-dimethyl-ammonium hexafluoro phosphate (1 M equivalent). To the reaction mixture is added a solution of 2-Amino-N-[1-(3,4-dichloro-benzyl)-azetidin-3-ylmethyl]-acetamide (1 M equivalent) in dimethylformamide and left to stir for 1.5 hours. The reaction mixture is diluted with chloroform/methanol 50:50 and applied to a SCX-3 1 g cartridge. The cartridge is washed with chloroform/methanol 50:50, and the compound eluted with a solution of 10% ammonia in methanol. The solvent is evaporated to afford the title compound.

Aufarbeitung

  1. waitleft
  2. washThe cartridge is washed with chloroform/methanol 50:50
  3. washthe compound eluted with a solution of 10% ammonia in methanol
  4. customThe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-5805088657494b81b8f569c57f9b0107
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691841B2

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