Diisopropylethylamine → HCID 58168039, Verbindung

HRID 1029145

Reaktionsgleichung

Reaktionsgleichung von HRID 1029145
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:16]=[CH:15][N:14]=[C:13]3[C:8]=2[C:9]2[CH:21]=[CH:20][CH:19]=[CH:18][C:10]=2[C:11](=[O:17])[NH:12]3)=[CH:4][CH:3]=1.[F:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]2[CH:36]=[CH:35][CH:34]=[C:33]([C:37](O)=[O:38])[C:32]2=[O:40])=[CH:27][CH:26]=1.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.CCN(C(C)C)C(C)C>O1CCOCC1.CCOC(C)=O.O>[O:17]=[C:11]1[C:10]2[CH:18]=[CH:19][CH:20]=[CH:21][C:9]=2[C:8]2[C:13](=[N:14][CH:15]=[CH:16][C:7]=2[O:6][C:5]2[CH:22]=[CH:23][C:2]([NH:1][C:37]([C:33]3[C:32](=[O:40])[N:31]([C:28]4[CH:27]=[CH:26][C:25]([F:24])=[CH:30][CH:29]=4)[CH:36]=[CH:35][CH:34]=3)=[O:38])=[CH:3][CH:4]=2)[NH:12]1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 210815271-(4-Fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 581683671-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one

Produkt 1

HCID 58168039HCID 58168039, VerbindungAusbeute 62,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 312751,4-DioxaneLösungsmittelHCID 22728543Water ethylacetateLösungsmittel

Versuchsvorschrift

Compound 137 (40 mg, 0.13 mmol), 1-(4-fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid (37 mg, 0.16 mmol), BOP-Cl (50 mg, 0.20 mmol), and DIEA (0.07 mL, 0.40 mmol) were suspended in dioxane (2 mL), and stirred overnight at room temperature. The reaction mixture was diluted with EtOAc/H2O. The resulting precipitate was filtered, washed with EtOAc/H2O, and dried under vacuum to provide 181 (42 mg, 61% yield) as a white solid. LC-MS (M+H=519, obsd.=519).

Aufarbeitung

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with EtOAc/H2O
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3d52bb7c09c5435a8b31588ccdd7d5cf
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735584B2

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