HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Edukt | 2-(Bromomethyl)-4-chloro-1-(trifluoromethyl)benzene | HCID 2778116 | — |
| Edukt | Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate | HCID 86591057 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | tert-Butyl 4-(2-{[5-chloro-2-(trifluoromethyl)benzyl]sulfonyl}thieno[3,2-c]pyridin-4-yl)piperazine-1-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07943639B2 |
| Quelldatensatz | uspto-grants-2011_05 |
| ORD ID | ord-7d7c4b244a8f4ff782ebd8a3669cfa79 |
| Quellennotiz | uspto-grants-2011_05 |