2,4-Dichlorobenzylamine → 3-Quinolinecarboxamide,8-chloro-1-cyclopropyl-n-[(2,4-dichlorophenyl)methyl]-6,7-difluoro-1,4-dihydro-4-oxo-

HRID 251857

Reaktionsgleichung

Reaktionsgleichung von HRID 251857
[Cl:1][C:2]1[C:3]([F:20])=[C:4]([F:19])[CH:5]=[C:6]2[C:11]=1[N:10]([CH:12]1[CH2:14][CH2:13]1)[CH:9]=[C:8]([C:15]([OH:17])=O)[C:7]2=[O:18].C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[Cl:54][C:55]1[CH:62]=[C:61]([Cl:63])[CH:60]=[CH:59][C:56]=1[CH2:57][NH2:58]>CN(C=O)C>[Cl:1][C:2]1[C:3]([F:20])=[C:4]([F:19])[CH:5]=[C:6]2[C:11]=1[N:10]([CH:12]1[CH2:13][CH2:14]1)[CH:9]=[C:8]([C:15]([NH:58][CH2:57][C:56]1[CH:59]=[CH:60][C:61]([Cl:63])=[CH:62][C:55]=1[Cl:54])=[O:17])[C:7]2=[O:18]

Komponenten

5

Edukt 3

HCID 14852,4-DichlorobenzylamineHCID 2724699PyBOPHCID 98359418-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Produkt 1

HCID 577809783-Quinolinecarboxamide,8-chloro-1-cyclopropyl-n-[(2,4-dichlorophenyl)methyl]-6,7-difluoro-1,4-dihydro-4-oxo-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

15.0 g of 8-chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (for preparation see DE 3420743 or Y. Kimura et al., J. Med. Chem. (1994) 37:3344) are dissolved in 500 ml of DMF and 31.3 g of PyBOP and 10.6 g of 2,4-dichlorobenzylamine are added. After a day the solvent is removed and the residue is purified by flash chromatography on silica gel (toluene/ethyl acetate 95:5).

Aufarbeitung

  1. customAfter a day the solvent is removed
  2. customthe residue is purified by flash chromatography on silica gel (toluene/ethyl acetate 95:5)

Quellen und Nachweise

ORD-Eintrag
ord-2c3541e8cc8b4e2384b9f35fcb325080
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07867992B2

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