HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Xylyl bromide → tert-Butyl 4-{2-[(4-methylbenzyl)sulfonyl]thieno[3,2-c]pyridin-4-yl}piperazine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Xylyl bromide | HCID 7721 | — |
| Edukt | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Edukt | Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate | HCID 86591057 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | tert-Butyl 4-{2-[(4-methylbenzyl)sulfonyl]thieno[3,2-c]pyridin-4-yl}piperazine-1-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07943639B2 |
| Quelldatensatz | uspto-grants-2011_05 |
| ORD ID | ord-84520229000d48ce8e1f14a832bee125 |
| Quellennotiz | uspto-grants-2011_05 |