Hydrochloric Acid → N-[4-(5-Chloro-2-methyl-phenyl)-6-(4-trifluoromethyl-phenylamino)-pyrimidin-2-yl]-succinamic acid

HRID 28591Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 28591
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:32])=[C:6]([C:8]2[CH:13]=[C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=3)[N:11]=[C:10]([N:25]3[C:29](=[O:30])[CH2:28][CH2:27][C:26]3=[O:31])[N:9]=2)[CH:7]=1.[O:33]1CCCC1.[OH-].[Na+].Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:32])=[C:6]([C:8]2[CH:13]=[C:12]([NH:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:20]=3)[N:11]=[C:10]([NH:25][C:26](=[O:31])[CH2:27][CH2:28][C:29]([OH:30])=[O:33])[N:9]=2)[CH:7]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 689846241-[4-(5-Chloro-2-methyl-phenyl)-6-(4-trifluoromethyl-phenylamino)-pyrimidin-2-yl]-pyrrolidine-2,5-dione

Produkt 1

HCID 11340555N-[4-(5-Chloro-2-methyl-phenyl)-6-(4-trifluoromethyl-phenylamino)-pyrimidin-2-yl]-succinamic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-[4-(5-chloro-2-methyl-phenyl)-6-(4-trifluoromethyl-phenylamino)-pyrimidin-2-yl]-pyrrolidine-2,5-dione (0.15 g, 0.33 mmol), tetrahydrofuran (15 ml), and water (15 ml), cooled in an ice bath, was added aqueous sodium hydroxide solution (0.25 M, 4.0 ml, 1.0 mmol) dropwise. After stirring for 1 hour, hydrochloric acid (0.25 M, 8.0 ml, 2.0 mmol) was added dropwise. Evaporation of the tetrahydrofuran under reduced pressure and filtration provided the title compound as hydrochloride salt (93% yield). 1H NMR (CD3OD) δ 2.48 (s, 3H, CH3), 2.73-2.76 (m, 2H, CH2), 2.89-2.92 (m, 2H, CH2), 6.81 (s, 1H, Ar), 7.45 (d, 1H, J=8.3 Hz, Ar), 7.54 (dd, 1H, J=8.3 Hz, J=2.2 Hz, Ar), 7.60 (d, 1H, J=2.2 Hz, Ar), 7.76 (d, 2H, J=8.6 Hz, Ar), 8.04 (d, 2H, J=7.9 Hz, Ar).

Aufarbeitung

  1. customEvaporation of the tetrahydrofuran
  2. filtrationunder reduced pressure and filtration

Quellen und Nachweise

ORD-Eintrag
ord-dfdac2569fb948338d61c4cd647b18cd
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419984B2

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