Tetrahydrofuran → HCID 135430203, Verbindung

HRID 2217910Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2217910
[NH2:1][C:2](=[N:30]O)[CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([Cl:29])[C:15]=3[NH:19][C:20](=[O:28])[CH2:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[N:10]=2)[CH2:5][CH2:4]1.[C:32](N1C=CN=C1)(N1C=CN=C1)=[S:33].[O:44]1CCCC1>C(Cl)(Cl)Cl.CO>[Cl:29][C:14]1[C:15]([NH:19][C:20](=[O:28])[CH2:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)=[C:16]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([N:6]1[CH2:7][CH2:8][CH:3]([C:2]3[NH:1][C:32](=[O:44])[S:33][N:30]=3)[CH2:4][CH2:5]1)[CH:18]=[CH:17]2

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 802641,1'-ThiocarbonyldiimidazoleHCID 86609749N-[2-[4-[Amino(hydroxyimino)methyl]-1-piperidinyl]-6-chloro-5-quinolinyl]-cyclohexaneacetamide

Produkt 1

HCID 135430203HCID 135430203, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21584188Chloroform methanolLösungsmittel

Versuchsvorschrift

To a stirred solution of N-[2-[4[amino(hydroxyimino)methyl]-1-piperidinyl]-6-chloro-5-quinolinyl]-cyclohexaneacetamide (Example 102(a)) (0.1 g) in tetrahydrofuran (2 mL) was added 1,1′-thiocarbonyldiimidazole (0.042 g). After stirring for 1 hour, silica (1 g) in chloroform:methanol (5:1) (12 mL) was added and the mixture was stirred for a further 12 hours. The solvent was removed under vacuum, the resulting solid was taken up in methanol (20 mL) and was purified by Varian NH2 cartridge (methanol (50 mL) and then acetic acid:methanol 10:90 as eluant) to afford the title product (0.041 g).

Aufarbeitung

  1. stirringthe mixture was stirred for a further 12 hours
  2. customThe solvent was removed under vacuum
  3. customwas purified by Varian NH2 cartridge (methanol (50 mL)

Quellen und Nachweise

ORD-Eintrag
ord-b0f33582aa884f9f95f81aeb958b915e
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07408065B2

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