7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-2-(4-methoxy-benzyl)-5-methyl-2H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one → 6-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-2-(4-methoxy-benzyl)-5-methyl-2H-indazole-7-carboxylic acid isopropyl amide

HRID 1907147Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1907147
[Cl:1][C:2]1[C:3]([N:8]2[C:12]([C:13]3[O:22][C:21](=[O:23])[C:20]4[C:19]5=[N:24][N:25]([CH2:27][C:28]6[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=6)[CH:26]=[C:18]5[CH:17]=[C:16]([CH3:36])[C:15]=4[N:14]=3)=[CH:11][C:10]([O:37][CH3:38])=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1>O1CCCC1.C(N)(C)C>[CH:12]([NH:8][C:21]([C:20]1[C:19]2[C:18](=[CH:26][N:25]([CH2:27][C:28]3[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=3)[N:24]=2)[CH:17]=[C:16]([CH3:36])[C:15]=1[NH:14][C:13]([C:12]1[N:8]([C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=2)[N:9]=[C:10]([O:37][CH3:38])[CH:11]=1)=[O:22])=[O:23])([CH3:13])[CH3:11]

Komponenten

4

Edukt 1

HCID 585004627-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-2-(4-methoxy-benzyl)-5-methyl-2H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one

Produkt 1

HCID 585004556-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-2-(4-methoxy-benzyl)-5-methyl-2H-indazole-7-carboxylic acid isopropyl amide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6363IsopropylamineKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A solution of 7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-2-(4-methoxy-benzyl)-5-methyl-2H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one (0.100 g, 0.189 mmol) in tetrahydrofurane (2 ml) was treated with 16 drops of isopropyl amine and stirred at 20° C. for three hours. The reaction mixture was evaporated and the crude product was purified by flash chromatography on silica gel using a mixture of 75% ethyl acetate 25% cyclohexane. The desired product showed the physical data reported in the corresponding table (P.34.).

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. customthe crude product was purified by flash chromatography on silica gel using
  3. additiona mixture of 75% ethyl acetate 25% cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-1f87041f4a054198808f8a7f123c1b28
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598078B2

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