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HRID 549305Erstellt: 24. Oktober 2026

p-Xylyl bromide → tert-Butyl 4-{2-[(4-methylbenzyl)sulfonyl]thieno[3,2-c]pyridin-4-yl}piperazine-1-carboxylate

https://huagongshe.com/de/reaction/549305

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Xylyl bromideHCID 7721—
Edukttert-Butyl piperazine-1-carboxylateHCID 143452—
EduktLithium 4-chlorothieno[3,2-c]pyridine-2-sulfinateHCID 86591057—
LösungsmittelAcetonitrileHCID 6342—
Produkttert-Butyl 4-{2-[(4-methylbenzyl)sulfonyl]thieno[3,2-c]pyridin-4-yl}piperazine-1-carboxylateHCID 67157698—

Reaktionsschritte

Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate (0.44 mmol) was treated with 4-methylbenzylbromide (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 0.005 g (3% over two steps). Beige solid. 1H NMR (300 MHz, CDCl3) δ 8.15 (d, J=6 Hz 1H), 7.40 (s, 1H), 7.00-7.16 (m, 4H), 4.42 (s, 2H), 3.46-3.60 (m, 4H), 3.37-3.46 (m, 4H), 2.34 (s, 3H), 1.49 (s, 9H); MS (ESI+) for C24H29N3O4S2 m/z 488 (M+H)+. HPLC 69%, RT 2.06 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-84520229000d48ce8e1f14a832bee125
Quellennotizuspto-grants-2011_05