1-Methylpiperazine → N-(4-(8-(4-Methylpiperazine-1-carbonyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide

HRID 1029227

Reaktionsgleichung

Reaktionsgleichung von HRID 1029227
[C:1]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[CH:26]=[CH:25][N:24]=[C:23]3[C:18]=2[C:19]2[CH:31]=[CH:30][C:29]([C:32](O)=[O:33])=[CH:28][C:20]=2[C:21](=[O:27])[NH:22]3)=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:68][N:69]1[CH2:74][CH2:73][NH:72][CH2:71][CH2:70]1>CN(C=O)C>[CH3:68][N:69]1[CH2:74][CH2:73][N:72]([C:32]([C:29]2[CH:30]=[CH:31][C:19]3[C:18]4[C:23](=[N:24][CH:25]=[CH:26][C:17]=4[NH:16][C:13]4[CH:12]=[CH:11][C:10]([NH:9][C:1](=[O:8])[C:2]5[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=5)=[CH:15][CH:14]=4)[NH:22][C:21](=[O:27])[C:20]=3[CH:28]=2)=[O:33])[CH2:71][CH2:70]1

Komponenten

6

Edukt 4

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 442055041-(4-Benzamidophenylamino)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylic acid

Produkt 1

HCID 44205505N-(4-(8-(4-Methylpiperazine-1-carbonyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamideAusbeute 72,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

268 (30 mg, 0.07 mmol), DIEA (25 mg, 0.2 mmol), HATU (31 mg, 0.08 mmol), and 1-methylpiperazine (20 mg, 0.2 mmol) were dissolved in DMF (1 mL), and stirred for 3 h at room temperature. The crude product was purified directlyl via HPLC to provide 269 (27 mg, 63% yield) as a solid. LC-MS (M+H=533, obsd.=533).

Aufarbeitung

  1. customThe crude product was purified directlyl via HPLC

Quellen und Nachweise

ORD-Eintrag
ord-0a1e77cd54174652b1cf4d3a2aa6c736
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735584B2

Verknüpfte Notizen

Wird geladen…