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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33316Erstellt: 23. Oktober 2026

Sodium Carbonate → HCID 22266688, Verbindung

https://huagongshe.com/de/reaction/33316

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPotassium AcetateHCID 517044—
EduktBis(pinacolato)diboraneHCID 2733548—
Edukt2-Bromo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-6-oneHCID 9943230—
Edukt3-(2-bromophenyl)propan-1-olHCID 10512846—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
ProduktHCID 22266688HCID 22266688—

Reaktionsschritte

In a manner similar to that described for Example YY, 3-(2-bromo-phenyl)-propan-1-ol (215 mg, 1.00 mmol), diboron pinacol ester (279 mg, 1.10 mmol), 1,1′-bis(diphenyl phosphino) ferrocene dichloropalladium (24 mg, 0.03 mmol), and potassium acetate (294 mg, 3.00 mmol), 2-Bromo-3,4,5,6-tetrahydro-azepino[5,4,3-cd]indol-6-one (239 mg, 0.90 mmol), a second portion of 1,1′-bis(diphenylphosphino)ferrocene dichloropalladium (24 mg, 0.03 mmol), and sodium carbonate (2.5 mL of a 2.0 M aqueous solution, 5.00 mmol) were reacted to yield 2-[2-(3-hydroxy-propyl)-phenyl]-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one, 127 mg (44%) as a beige solid: m.p. 233.5-234.5° C.; 1H NMR (300 MHz, d6-DMSO) δ 1.53 (m, 2H), 2.61 (t, J=7.8 Hz, 2H), 2.69 (m, 2H), 3.23 (ABq, J=6.6, 5.1 Hz, 2H), 3.37 (m, 2H), 4.39 (t, J=5.1 Hz, 1H), 7.19 (t, J=7.8 Hz, 1H), 7.35 (m, 4H), 7.51 (dd, J=7.8, 0.9 Hz, 1H), 7.70 (dd, J=7.5, 0.9 Hz, 1H), 8.03 (br t, 1H), 11.39 (br s, 1H). MS (FAB, MH+): 321. Anal. (C20H20N2O2.0.1 CH2Cl2) C, H, N.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429578B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-19e54de7e2de4b519bdf1cbb08872e27
Quellennotizuspto-grants-2008_09