[1-(6-Amino-pyrimidin-4-yl)-1H-benzoimidazol-2-yl]-(2-methyl-5-nitro-phenyl)-amine → N3-[1-(6-Amino-pyrimidin-4-yl)-1H-benzoimidazol-2-yl]-4-methyl-benzene-1,3-diamine

HRID 1968424

Reaktionsgleichung

Reaktionsgleichung von HRID 1968424
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=[C:9]2[NH:17][C:18]2[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[CH:20][C:19]=2[CH3:27])[CH:3]=1>C(O)C.[Pd]>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=[C:9]2[NH:17][C:18]2[CH:23]=[C:22]([NH2:24])[CH:21]=[CH:20][C:19]=2[CH3:27])[CH:3]=1

Komponenten

4

Edukt 1

HCID 15949047[1-(6-Amino-pyrimidin-4-yl)-1H-benzoimidazol-2-yl]-(2-methyl-5-nitro-phenyl)-amine

Produkt 1

HCID 15948950N3-[1-(6-Amino-pyrimidin-4-yl)-1H-benzoimidazol-2-yl]-4-methyl-benzene-1,3-diamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

[1-(6-Amino-pyrimidin-4-yl)-1H-benzoimidazol-2-yl]-(2-methyl-5-nitrophenyl)-amine (135 mg, 0.37 mmol) is dissolved in ethanol (30 mL). After hydrogenation catalyzed by palladium (10 wt % on activated carbon, wet, Degussa type, 22 mg) under 1 atm H2 balloon overnight, the reaction mixture is filtered through a pad of celite and washed with ethanol. The combined filtrate and washings are concentrated to afford the title compound, which is used for next reaction without any further purification.

Aufarbeitung

  1. filtrationthe reaction mixture is filtered through a pad of celite
  2. washwashed with ethanol
  3. concentrationThe combined filtrate and washings are concentrated

Quellen und Nachweise

ORD-Eintrag
ord-df738a17d522404a9b50ca0761e77f2b
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08426404B2

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