O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 8-(4-Methyl-thiophen-3-yl)-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide

HRID 2409656

Reaktionsgleichung

Reaktionsgleichung von HRID 2409656
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.[CH3:39][C:40]1[C:41]([C:45]2[C:54]3[N:53]=[CH:52][CH:51]=[N:50][C:49]=3[C:48]([C:55](O)=[O:56])=[CH:47][CH:46]=2)=[CH:42][S:43][CH:44]=1.CC1C(B(O)O)=CSC=1>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:55]([C:48]3[C:49]4[N:50]=[CH:51][CH:52]=[N:53][C:54]=4[C:45]([C:41]4[C:40]([CH3:39])=[CH:44][S:43][CH:42]=4)=[CH:46][CH:47]=3)=[O:56])=[N:14][CH:15]=2)[CH2:5][CH2:4]1

Komponenten

6

Edukt 4

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 50839314-Methyl-3-thiopheneboronic acidHCID 669145508-(4-Methylthiophen-3-yl)-quinoxaline-5-carboxylic acidHCID 66914562HCID 66914562, Verbindung

Produkt 1

HCID 445162828-(4-Methyl-thiophen-3-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 at rt overnight, using 2 equiv of 5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride (Example 31), TBTU (2 equiv) and 8-(4-methyl-thiophen-3-yl)-quinoxaline-5-carboxylic acid. The carboxylic acid was synthesized as described in Steps 1.2-1.7 but using 4-methyl-3-thiopheneboronic acid in Step 1.4. Title compound: ESI-MS: 459.1 [M+H]+; tR=3.41 min (System 1); TLC: Rf=0.25 (DCM/MeOH, 9:1).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-dc1888f40dd140e48b4c85957aefdf9b
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08815901B2

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