Potassium Carbonate → HCID 22179696, Verbindung

HRID 1796617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1796617
[CH3:1][O:2][C:3]([C:5]1[C:6]([CH3:17])=[C:7]2[C:12](Cl)=[C:11]([C:14]#[N:15])[CH:10]=[N:9][N:8]2[CH:16]=1)=[O:4].[C:18]([O:22][C:23](=[O:42])[C:24]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[O:34][C:35]1[CH:40]=[CH:39][C:38]([NH2:41])=[CH:37][CH:36]=1)([CH3:26])[CH3:25])([CH3:21])([CH3:20])[CH3:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[C:6]([CH3:17])=[C:7]2[C:12]([NH:41][C:38]3[CH:39]=[CH:40][C:35]([O:34][C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=4[O:27][C:24]([C:23]([O:22][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:42])([CH3:26])[CH3:25])=[CH:36][CH:37]=3)=[C:11]([C:14]#[N:15])[CH:10]=[N:9][N:8]2[CH:16]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 210251742-[2-(4-Amino-phenoxy)-phenoxy]-2-methyl-propionic acid tert-butyl esterHCID 69327667HCID 69327667, Verbindung

Produkt 1

HCID 22179696HCID 22179696, VerbindungAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4-chloro-3-cyano-5-methyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid methyl ester (prepared using the procedure of Example 1D) (320 mg, 1.28 mmol), aniline 388C (440 mg, 1.28 mmol) and K2CO3 (1.77 g, 12.8 mmol) in anhydrous DMF (8 ml) was stirred at rt for 16 h. After regular workup, the residue was purified by silica gel flash column chromatography to afford 388D (651 mg, 91%) as a faintly yellow solid (0%-4% EtOAc—CH2Cl2). LCMS Found: (M+H)+=556.8; (M−tBu+2H)+=500.9

Aufarbeitung

  1. customprepared
  2. customAfter regular workup, the residue was purified by silica gel flash column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-02cdab12942c4f53809d9bc0de5ef5a8
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030112B2

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