3-(1-(2,4-bis(trifluoromethyl)phenyl)phthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide → HCID 68452832, Verbindung

HRID 2357669Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2357669
F[C:2](F)(F)[C:3]1[CH:8]=[C:7](C(F)(F)F)[CH:6]=[CH:5][C:4]=1[C:13]1[C:22]2[C:17](=[CH:18][C:19]([C:23]3[CH:24]=[C:25]([CH:32]=[CH:33][C:34]=3[CH3:35])[C:26]([NH:28]C3CC3)=[O:27])=[CH:20][CH:21]=2)[CH:16]=[N:15][N:14]=1.O[O:39][S:40]([O-:42])=O.[K+].[CH3:44]O.O>>[CH3:35][C:34]1[CH:33]=[CH:32][C:25]([C:26]([NH2:28])=[O:27])=[CH:24][C:23]=1[C:19]1[CH:18]=[C:17]2[C:22](=[CH:21][CH:20]=1)[C:13]([C:4]1[CH:5]=[CH:6][C:7]([S:40]([CH3:44])(=[O:42])=[O:39])=[CH:8][C:3]=1[CH3:2])=[N:14][N:15]=[CH:16]2

Komponenten

4

Edukt 3

HCID 118489893-(1-(2,4-bis(trifluoromethyl)phenyl)phthalazin-6-yl)-N-cyclopropyl-4-methylbenzamideHCID 22242641Methanol--water (1/1)HCID 23707502Potassium hydroxy sulfite

Produkt 1

HCID 68452832HCID 68452832, Verbindung

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 4-methyl-3-(1-(2-methyl-4-(methylthio)phenyl)phthalazin-6-yl)benzamide (170 mg, 0.43 mmol, Method D) in 2 mL of 10/1 methanol/H2O at 0° C. was treated with oxone (262 mg, 0.43 mmol). The mixture stirred at 0° C. for 1 h and then warmed up to RT for 1 h. The reaction was quenched with 20 mL sodium sulfite (sat.) and extracted with 10% MeOH in dichloromethane. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated. The crude material was purified by HPLC to give 4-methyl-3-(1-(2-methyl-4-(methylsulfonyl)phenyl)phthalazin-6-yl)benzamide as a white solid. Found MS (ES+)=432.1 (M+H+).

Aufarbeitung

  1. temperaturewarmed up to RT for 1 h
  2. customThe reaction was quenched with 20 mL sodium sulfite (sat.)
  3. extractionextracted with 10% MeOH in dichloromethane
  4. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude material was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-245186e08d0c4d5e9a7850c4c6c7bdd7
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07759337B2

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