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HRID 393799Erstellt: 24. Oktober 2026

3,5-Dibromopyridine → (1S,5S)-benzyl 6-(5-bromopyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

https://huagongshe.com/de/reaction/393799

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-DibromopyridineHCID 69369—
Eduktbenzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylateHCID 23635906—
Produkt(1S,5S)-benzyl 6-(5-bromopyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylateHCID 2363529447%

Reaktionsschritte

The product of Example 52D (230 mg, 1.0 mmol) and 3,5-dibromopyridine were processed as described in Example 1E. The crude product was purified by chromatography (SiO2,ethyl acetate, Rf. 0.2) to provide the title compound (180 mg, 47% yield). 1H NMR (MeOH-d4, 300 MHz) δ3.20(dd, J=12.5, 4.0 Hz, 1H), 3.30 (m, 2H), 3.40 (m, 1H), 3.64 (dd, J=7.8, 3.4 Hz, 1H), 3.95-4.10 (m, 3H), 4.75 (m, 1H), 5.15 (m, 2H), 3.40 7.05 (t, J=2.1 Hz, 1H), 7.24 (m, 3H), 7.35 (m, 2H), 7.70 (d, J=2.3 Hz, 1H), 7.93 (d, J=1.7 Hz, 1H); MS (DCI/NH3) m/z 390 (M+2+H)+, 388 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06809105B2
Quelldatensatzuspto-grants-2004_10
ORD IDord-f7061148dbdd4c0489e62f3cbd9c2f52
Quellennotizuspto-grants-2004_10