Cesium carbonate → 3,5-Bis-(2-oxo-pyrrolidin-1-yl)benzoic Acid Methyl Ester

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Reaktionsgleichung

[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8](I)[CH:7]=[C:6](Br)[CH:5]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][C:14]1=[O:18].[C:19]([O-:22])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([N:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])[CH:7]=[C:6]([N:13]2[CH2:14][CH2:15][CH2:16][C:19]2=[O:22])[CH:5]=1

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

To a solution of 3-bromo-5-iodobenzoic acid methyl ester (588 mg, 1.72 mmol) in dioxane (10 ml) was added 2-pyrrolidinone (120 μl, 1.14 mmol), Cs2CO3 (720 mg, 2.21 mmol), xantphos (51 mg, 0.09 mmol) and pd2(dba)3 (28 mg, 0.03 mmol). The reaction mixture was stirred at 100° C. overnight, then cooled down to room temperature and filtered through celite and concentrated in vacuo. The product was purified by column chromatography (EtOAc) which yielded D7 (411 mg) as light yellow solid.

Aufarbeitung

temperaturecooled down to room temperature
filtrationfiltered through celite and
concentrationconcentrated in vacuo
customThe product was purified by column chromatography (EtOAc) which

Quellen und Nachweise

ORD-Eintrag: ord-571ffa9281904ae49e27b3047906d727
Quelldatensatz: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06992103B2

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