Ammonia → N6-[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]-amino]-1-piperidinyl]ethyl]-2,3,6-pyridinetriamine

HRID 477668

Reaktionsgleichung

Reaktionsgleichung von HRID 477668
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[NH:18][CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][NH:27][C:28]3[N:33]=[C:32]([NH2:34])[C:31]([N+:35]([O-])=O)=[CH:30][CH:29]=3)[CH2:21][CH2:20]2)=[CH:4][CH:3]=1.S1C=CC=C1.N.[H][H]>CO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[NH:18][CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][NH:27][C:28]3[N:33]=[C:32]([NH2:34])[C:31]([NH2:35])=[CH:30][CH:29]=3)[CH2:21][CH2:20]2)=[CH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 8030ThiopheneHCID 13588113N6-[2-[4-[[1-[(4-fluorophenyl)methyl]1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]-3-nitro-2,6-pyridinediamineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 14989867N6-[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]-amino]-1-piperidinyl]ethyl]-2,3,6-pyridinetriamineAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A mixture of 10 parts of N6 -[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]-3-nitro-2,6-pyridinediamine, 3 parts of a solution of thiophene in methanol 4% and 400 parts of methanol, saturated with ammonia was hydrogenated at normal pressure and at room temperature with 4 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 9 parts (94%) of N6 -[2-[4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]-2,3,6-pyridinetriamine as a residue (intermediate 154).

Aufarbeitung

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-b33757d8cb0648089731a5c9d37164bf
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04888426

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