1-Methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid → HCID 178434452, Verbindung

HRID 2241254Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2241254
COC1C=CC(C[N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][C:19]=4[F:25])=[C:11]3[C:10]([CH3:26])=[N:9]2)=CC=1.[CH3:29][N:30]1[CH:35]=[CH:34][CH:33]=[C:32]([C:36](O)=[O:37])[C:31]1=[O:39]>>[F:25][C:19]1[CH:20]=[C:21]([NH:24][C:36]([C:32]2[C:31](=[O:39])[N:30]([CH3:29])[CH:35]=[CH:34][CH:33]=2)=[O:37])[CH:22]=[CH:23][C:18]=1[O:17][C:16]1[CH:15]=[CH:14][N:13]=[C:12]2[NH:8][N:9]=[C:10]([CH3:26])[C:11]=12

Komponenten

3

Edukt 2

HCID 12015101-Methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 685133074-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorobenzenamine

Produkt 1

HCID 178434452HCID 178434452, VerbindungAusbeute 99 %

Versuchsvorschrift

Prepared by a 2-step process from 3-fluoro-4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline (prepared according to Example 5, Step D) and 1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid according to the procedure described for Example 21 (Steps A and B). The crude was purified by silica gel flash column chromatography (3% MeOH in CH2Cl2) to afford 16 mg (99%) of the desired product. LRMS (ESI pos) m/e 394.2 (M+1). 1H NMR (400 MHz, CD3OD) δ 8.56 (dd, 1H), 8.26 (d, 1H), 8.02 (m, 2H), 7.47 (m, 1H), 7.39 (t, 1H), 6.62 (t, 1H), 6.29 (d, 1H), 3.72 (s, 3H), 2.72 (s, 3H); 19F-NMR (376 MHz, CD3OD) δ −130.0.

Aufarbeitung

  1. customThe crude was purified by silica gel flash column chromatography (3% MeOH in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-ad2cdeb37f0b4d13832839f472e7dfdf
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723330B2

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