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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 549306Erstellt: 24. Oktober 2026

tert-Butyl piperazine-1-carboxylate → tert-Butyl 4-(2-{[5-chloro-2-(trifluoromethyl)benzyl]sulfonyl}thieno[3,2-c]pyridin-4-yl)piperazine-1-carboxylate

https://huagongshe.com/de/reaction/549306

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butyl piperazine-1-carboxylateHCID 143452—
Edukt2-(Bromomethyl)-4-chloro-1-(trifluoromethyl)benzeneHCID 2778116—
EduktLithium 4-chlorothieno[3,2-c]pyridine-2-sulfinateHCID 86591057—
LösungsmittelAcetonitrileHCID 6342—
Produkttert-Butyl 4-(2-{[5-chloro-2-(trifluoromethyl)benzyl]sulfonyl}thieno[3,2-c]pyridin-4-yl)piperazine-1-carboxylateHCID 67157405—

Reaktionsschritte

Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate (0.44 mmol) was treated with 5-chloro-2-(trifluoromethyl)benzylbromide (0.59 mmol) as described in Method P above and then reacted further with tert-butyl-piperazine-1-carboxylate as described in Method Q. Yield 0.019 g (7.5% over two steps). Beige solid. 1H NMR (300 MHz, CDCl3) δ 8.12-8.14 (m, 1H), 7.80-7.88 (m, 2H), 7.47-7.66 (m, 2H), 4.71 (s, 2H), 3.74-3.83 (m, 4H), 3.63-3.72 (m, 4H), 1.49 (s, 9H); MS (ESI+) for C24H25ClF3 N3O4S2 m/z 576 (M+H)+. HPLC 74%, RT 2.30 min (YMC ODS AQ, 33×3 mm, 10-90% acetonitrile in 3 min).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07943639B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-7d7c4b244a8f4ff782ebd8a3669cfa79
Quellennotizuspto-grants-2011_05