Hydrogen Peroxide → (R)-4-(1-amino-4-methyl-1-oxopentan-2-ylamino)-2-(3-methylisothiazol-5-ylamino)benzamide

HRID 2201037

Reaktionsgleichung

Reaktionsgleichung von HRID 2201037
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C@H:10]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:11]([NH2:13])=[O:12])=[CH:5][C:4]=1[NH:18][C:19]1[S:23][N:22]=[C:21]([CH3:24])[CH:20]=1)#[N:2].C([O-])([O-])=[O:26].[K+].[K+].OO>CS(C)=O>[NH2:13][C:11](=[O:12])[C@H:10]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]([NH2:2])=[O:26])=[C:4]([NH:18][C:19]2[S:23][N:22]=[C:21]([CH3:24])[CH:20]=2)[CH:5]=1)[CH2:14][CH:15]([CH3:17])[CH3:16]

Komponenten

5

Edukt 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 67509966(R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-4-methylpentanamide

Produkt 1

HCID 57334336(R)-4-(1-amino-4-methyl-1-oxopentan-2-ylamino)-2-(3-methylisothiazol-5-ylamino)benzamideAusbeute 29,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a solution of (R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-4-methylpentanamide (102 mg, 0.297 mmol) in DMSO (2 mL), K2CO3 (200 mg, 1.45 mmol) and H2O2 (50% aq., 1.00 mL) were added. After being stirred at 100 C for 5 min, the mixture was purified by HPLC to give the titled compound (32 mg). MS 362.4 (M+H); UV 226.6, 275.5, 303.2 nm

Aufarbeitung

  1. customthe mixture was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-dfb3b9bdf38649a9b78c092b7da148df
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09359375B2

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