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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 19513Erstellt: 23. Oktober 2026

2-Pyrazinecarboxylic acid → Pyrazine-2-carboxylic acid 4-(4-amino-2-methyl-quinolin-6-ylcarbamoyl)-benzylamide

https://huagongshe.com/de/reaction/19513

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Pyrazinecarboxylic acidHCID 1047—
EduktEthylmorpholineHCID 7525—
EduktO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
Edukt4-Aminomethyl-N-(4-amino-2-methyl-quinolin-6-yl)-benzamideHCID 17864623—
LösungsmittelDimethylformamideHCID 6228—
ProduktPyrazine-2-carboxylic acid 4-(4-amino-2-methyl-quinolin-6-ylcarbamoyl)-benzylamideHCID 12110091111,2%

Reaktionsschritte

To a solution of 10.5 mg (0.08 mmol) of 2-pyrazinecarboxylic acid in 1 ml of DMF were added 27.9 mg (0.085 mmol) TOTU. After 15 min at room temperature 55 mg (0.085 mmol) of 4-Aminomethyl-N-(4-amino-2-methyl-quinolin-6-yl)-benzamide and 39 mg (0.34 mmol) of N-ethylmorpholine were added. After 24 h stirring at room temperature the solution was evaporated and the residue was treated with acetonitrile and water containing 0.005% trifluoroacetic acid. The precipitate was filtered to give 36.7 mg (71%) of the title compound. MS 413.42 (M+1)+, 1H-NMR (DMSO-d6) δ 2.58 (s, 3H), 4.60 (d, 2H), 6.58 (s, NH), 7.55 (d, 2H), 7.81 (d, 1H), 8.00 (m, 3H), 8.65 (br.s., NH2), 8.78 (m, 2H), 8.90 (m, 1H), 9.20 (s, 1H), 9.62 (m, 1H), 10.80 (s, NH), 13.38 (br.s., NH).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745443B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-e4b1890606394513a607daaa28ddf54f
Quellennotizuspto-grants-2010_06