Diisopropylethylamine → 8-Chloro-1-cyclopropyl-n-(2,4-dichlorobenzyl)-6-fluoro-4-oxo-7-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-1,4-dihydroquinoline-3-carboxamide

HRID 1011231

Reaktionsgleichung

Reaktionsgleichung von HRID 1011231
[Cl:1][C:2]1[C:3](F)=[C:4]([F:28])[CH:5]=[C:6]2[C:11]=1[N:10]([CH:12]1[CH2:14][CH2:13]1)[CH:9]=[C:8]([C:15]([NH:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[Cl:26])=[O:16])[C:7]2=[O:27].Cl.[O:31]=[C:32]1[CH2:36][C:35]2([CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH2:34][NH:33]1.C(N(CC)C(C)C)(C)C>CS(C)=O>[Cl:1][C:2]1[C:3]([N:39]2[CH2:38][CH2:37][C:35]3([CH2:34][NH:33][C:32](=[O:31])[CH2:36]3)[CH2:41][CH2:40]2)=[C:4]([F:28])[CH:5]=[C:6]2[C:11]=1[N:10]([CH:12]1[CH2:14][CH2:13]1)[CH:9]=[C:8]([C:15]([NH:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[Cl:26])=[O:16])[C:7]2=[O:27]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 577809783-Quinolinecarboxamide,8-chloro-1-cyclopropyl-n-[(2,4-dichlorophenyl)methyl]-6,7-difluoro-1,4-dihydro-4-oxo-HCID 601459822,8-Diazaspiro(4.5)decan-3-one hydrochloride

Produkt 1

HCID 577809598-Chloro-1-cyclopropyl-n-(2,4-dichlorobenzyl)-6-fluoro-4-oxo-7-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-1,4-dihydroquinoline-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

60 mg (0.13 mmol) of the compound of Example 70A and 37 mg (0.20 mmol) of 3-oxo-2,8-diazaspiro[4,5]decane hydrochloride (Example 13A) are stirred with 91 μl (0.52 mmol) of N,N-diisopropylethylamine in 2 ml of DMSO at 120° C. for 2 days. After cooling, the entire reaction mixture is separated by preparative HPLC (method 5). Concentration of the appropriate fractions on a rotary evaporator and drying under high vacuum give 20 mg (26% of theory) of the title compound.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe entire reaction mixture
  3. customis separated by preparative HPLC (method 5)
  4. customConcentration of the appropriate fractions on a rotary evaporator
  5. customdrying under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8f67c244a1c441eeb4cdc5f5d55a5849
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977349B2

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