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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 879463Erstellt: 24. Oktober 2026

Cesium carbonate → (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(3-oxo-1H-pyrrolo[3,4-c]pyridin-2(3H)-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetate

https://huagongshe.com/de/reaction/879463

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt1,2-Dihydro-3H-pyrrolo(3,4-c)pyridin-3-oneHCID 20505166—
Edukt(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetateHCID 86700142—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(3-oxo-1H-pyrrolo[3,4-c]pyridin-2(3H)-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetateHCID 86700275—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (28 mg, 0.053 mmol) in anhydrous THF (1.2 mL, degassed) was added Pd2(dba)3 (3 mg, 0.05 eq.), XantPhos (5 mg, 0.15 eq.), 1H-pyrrolo[3,4-c]pyridin-3(2H)-one (14 mg, 2 eq.) and Cs2CO3 (35 mg, 2 eq.). The reaction mixture was heated at 100° C. for 2 h, cooled and partitioned between ethyl acetate and brine. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give crude which was purified by chromatographic column to afford the desired product. LCMS-ESI+: calc'd for C34H32ClN4O4S: 627.2 (M+H+); Found: 627.3 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08987250B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-4116b01af2b949a998ed41aa62dcf767
Quellennotizuspto-grants-2015_03