1-(5-Nitropyridin-2-yl)piperazine → HCID 25004371, Verbindung

HRID 251424

Reaktionsgleichung

Reaktionsgleichung von HRID 251424
Cl[C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[C:14]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=2)[C:3]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[N+:28]([C:31]1[CH:32]=[CH:33][C:34]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)=[N:35][CH:36]=1)([O-:30])=[O:29]>N1C=CC=CC=1>[N+:28]([C:31]1[CH:32]=[CH:33][C:34]([N:37]2[CH2:38][CH2:39][N:40]([C:2]3[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]4[CH:13]=[C:14]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=4)[C:3]=3[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:41][CH2:42]2)=[N:35][CH:36]=1)([O-:30])=[O:29]

Komponenten

4

Edukt 2

HCID 29287991-(5-Nitropyridin-2-yl)piperazineHCID 866136213-[6-Chloro-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide

Produkt 1

HCID 25004371HCID 25004371, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

The solution of 3-[6-chloro-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide (0.1 g, 0.242 mmol) in pyridine (2 ml) was treated with 1-(5-nitropyridin-2-yl)piperazine (0.075 g, 0.363 mmol) and stirred for 11 hours. Subsequently the reaction mixture was poured onto ice-cold water and extracted with ethyl acetate (25 ml). The organic layer was washed with brine and evaporated to give the crude material. Purification by column chromatography (elution with 70% ethyl acetate in hexane) yielded the title compound. 1H-NMR (CDCl3) δ: 3.45-3.46 (m, 4H), 3.72 (m, 4H), 6.52-6.54 (d, 1H), 7.08-7.11 (d, 2H), 7.21-7.26 (m, 2H), 7.32-7.34 (d, 1H), 7.40-7.42 (d, 1H), 7.50 (m, 1H), 7.68 (s, 1H), 7.84-7.89 (m, 1H), 8.21-8.23 (d, 1H), 8.99 (s, 1H). MS m/z: 585.8 (M+).

Aufarbeitung

  1. additionSubsequently the reaction mixture was poured onto ice-cold water
  2. extractionextracted with ethyl acetate (25 ml)
  3. washThe organic layer was washed with brine
  4. customevaporated
  5. customto give the crude material
  6. customPurification
  7. washby column chromatography (elution with 70% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-e4b6ec0f462f431f916060127fbc5b9b
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863446B2

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