Cesium carbonate → HCID 42644648, Verbindung

HRID 390709

Reaktionsgleichung

[CH3:1][C:2]1[S:6][C:5]([NH:7][C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[N:4][CH:3]=1.ClC1C=C2C(N=CC=C2)=C2C=1C=CC=N2.C(=O)([O-])[O-].[Cs+].[Cs+].Br[C:37]1[CH:42]=[CH:41][C:40]([S:43][CH3:44])=[CH:39][CH:38]=1.[OH-].[NH4+].O>CN1CCCC1=O>[CH3:1][C:2]1[S:6]/[C:5](=[N:7]\[C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])/[N:4]([C:37]2[CH:42]=[CH:41][C:40]([S:43][CH3:44])=[CH:39][CH:38]=2)[CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 120 °C

Versuchsvorschrift

To a 4 mL vial equipped with a septum cap and stir bar was added N-(5-methyl-1,3-thiazol-2-yl)pyrrolidine-1-carboxamide (50 mg, 0.24 mmol), copper(I) trifluoromethanesulfonate benzene complex (23.8 mg, 0.05 mmol), 5-chloro-1,10-phenanthroline (20.3 mg, 0.09 mmol) and cesium carbonate (84.8 mg, 0.26 mmol). The mixture was placed under a nitrogen atmosphere. (4-Bromophenyl)(methyl)sulfane (0.28 mmol) in 1-methyl-2-pyrrolidinone (1.0 mL) was added to the mixture. The reaction mixture was heated at 120° C. for overnight. A solution of concentrated ammonium hydroxide/water (1:2, 1 mL) was added and the mixture was filtered and solvent removed under reduced pressure. The residue was purified by reverse phase HPLC (C8, gradient 10-100% acetonitrile/water/0.1% trifluoroacetic acid).

Aufarbeitung

customTo a 4 mL vial equipped with a septum
customcap
filtrationthe mixture was filtered
customsolvent removed under reduced pressure
customThe residue was purified by reverse phase HPLC (C8, gradient 10-100% acetonitrile/water/0.1% trifluoroacetic acid)

Quellen und Nachweise

ORD-Eintrag: ord-1cc60547cd994901bce749ede1d15e81
Quelldatensatz: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08383657B2

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