Dichloromethane → HCID 67975334, Verbindung

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Reaktionsgleichung

C(Cl)Cl.C(O)(=O)C.[C:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:18]([CH3:32])=[CH:19][C:20]([O:23][CH2:24][C:25]([CH3:31])([CH3:30])[C:26]([O:28][CH3:29])=[O:27])=[N:21][CH:22]=2)=[CH:13][C:12]=1[F:33])(=[NH:10])[NH2:9].Br[CH2:35][C:36](=O)[CH2:37][CH:38]1[CH2:40][CH2:39]1.C(=O)([O-])[O-].[K+].[K+]>[Cl-].[Na+].O>[CH:38]1([CH2:37][C:36]2[NH:9][C:8]([C:11]3[CH:16]=[CH:15][C:14]([C:17]4[C:18]([CH3:32])=[CH:19][C:20]([O:23][CH2:24][C:25]([CH3:30])([CH3:31])[C:26]([O:28][CH3:29])=[O:27])=[N:21][CH:22]=4)=[CH:13][C:12]=3[F:33])=[N:10][CH:35]=2)[CH2:40][CH2:39]1

Komponenten

Reaktionsbedingungen

Temperatur: 40 °C

Versuchsvorschrift

A mixture in which methylene chloride (10 mL) and a saturated brine (10 mL) were added to methyl 3-{[5-(4-carbamimidoyl-3-fluorophenyl)-4-methylpyridin-2-yl]oxy}-2,2-dimethylpropanoate acetic acid salt (300 mg), 1-bromo-3-cyclopropylpropan-2-one (190 mg) and potassium carbonate (346 mg) was stirred at 40° C. for 5 hours. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 97:3) to obtain methyl 3-[(5-{4-[5-(cyclopropylmethyl)-1H-imidazol-2-yl]-3-fluorophenyl}-4-methylpyridin-2-yl)oxy]-2,2-dimethylpropanoate (248 mg).

Aufarbeitung

customThe organic layer was separated
dry with materialdried over anhydrous sodium sulfate
concentrationconcentrated under reduced pressure
customThe obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 97:3)

Quellen und Nachweise

ORD-Eintrag: ord-784334d397d947b4bde7dd1d0e29ee8a
Quelldatensatz: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09302996B2

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