HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Putrescine → N,N'-(butane-1,4-diyl)bis(4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonamide)
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Putrescine | HCID 1045 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-benzenesulfonyl chloride | HCID 22386889 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | N,N'-(butane-1,4-diyl)bis(4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonamide) | HCID 67459666 | 13,1% |
Reaktionsschritte
To a solution of 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzene-1-sulfonyl chloride (intermediate 10.6) (150 mg, 0.353 mmol) in chloroform (0.706 mL) was added DIEA (182 mg, 1.412 mmol) and a solution of butane-1,4-diamine (15.5 mg, 0.176 mmol) in chloroform (0.176 mL). The reaction was stirred overnight at which point the solvent was removed and the resulting residue brought up in 50% IPA/H2O. Purification by preparative HPLC gave the title compound (18.4 mg) as a TFA salt. 1H-NMR (400 MHz, CD3OD): δ 7.86 (d, 4H), 7.53 (s, 2H), 7.45 (d, 4H), 6.84 (s, 2H), 4.73 (m, 3H), 4.46 (d, 2H), 3.86 (dd, 2H), 3.57 (t, 2H), 3.12 (s, 6H), 2.84 (m, 4H), 1.41 (m, 4H). MS (m/z): 797.15 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541448B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-8f65fbf14a914195bcde641435f19f17 |
| Quellennotiz | uspto-grants-2013_09 |