O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 8-Naphthalen-1-yl-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide

HRID 2409639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2409639
Cl.[CH3:2][N:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([NH2:16])=[N:14][CH:15]=2)[CH2:5][CH2:4]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CN1CCN(C2C=CC(N[C:53]([C:55]3[C:56]4[N:57]=[CH:58][CH:59]=[N:60][C:61]=4[C:62]([C:65]4[C:74]5[C:69](=[CH:70][CH:71]=[CH:72][CH:73]=5)[CH:68]=[CH:67][CH:66]=4)=[CH:63][CH:64]=3)=[O:54])=CC=2)CC1>C(Cl)Cl.CO>[CH3:2][N:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:53]([C:55]3[C:56]4[N:57]=[CH:58][CH:59]=[N:60][C:61]=4[C:62]([C:65]4[C:74]5[C:69](=[CH:70][CH:71]=[CH:72][CH:73]=5)[CH:68]=[CH:67][CH:66]=4)=[CH:63][CH:64]=3)=[O:54])=[N:14][CH:15]=2)[CH2:5][CH2:4]1

Komponenten

5

Edukt 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 445153558-Naphthalen-1-yl-quinoxaline-5-carboxylic acid [4-(4-methyl-piperazin-1-yl)phenyl]-amideHCID 669145625-(4-Methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride

Produkt 1

HCID 445153578-Naphthalen-1-yl-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

The title compound was prepared in analogy to the procedure described in Step 14.1 but stirring the reaction mixture for 72 h at rt and using 3 equiv of 5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride (Example 31), TBTU (2.4 equiv) and 8-naphthalen-1-yl-quinoxaline-5-carboxylic acid (Example 46). Title compound: ESI-MS: 489.1 [M+H]+; tR=3.73 min (System 1); TLC: Rf=0.08 (DCM/MeOH, 9:1).

Aufarbeitung

  1. customThe title compound was prepared in analogy to the procedure

Quellen und Nachweise

ORD-Eintrag
ord-00ca96495ebe429380793ac6787dfc97
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08815901B2

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