HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Fumaric Acid → 5-(4-Chlorophenyl)-3-(1-methyl-2-pyrrolidinyl)pyridine fumarate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Fumaric Acid | HCID 444972 | — |
| Edukt | 5-(4-Chlorophenyl)-3-(1-methyl-2-pyrrolidinyl) pyridine | HCID 19694301 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 5-(4-Chlorophenyl)-3-(1-methyl-2-pyrrolidinyl)pyridine fumarate | HCID 19694300 | 72% |
Reaktionsschritte
The above-referenced pyridine was converted into invention compound of Formula I by the addition of one equivalent of fumaric acid to a methanol (15 mL) solution of the free amine at 25° C. After 30 minutes the solvent was removed in vacuo and the residue pumped under high vacuum. Trituration with diethyl ether followed by recrystallization from ethyl acetate afforded 5-(4-chlorophenyl)-3-(1-methyl-2-pyrrolidinyl)pyridine fumarate, (72%) as a colorless solid. M.p. 159°-160° C. (EtOAc); 1H NMR (DMSO-d6, 300 MHz): δ 8.84 (d, J=3 Hz, 1 H), 8.58 (d, J=3 Hz, 1 H), 8.08 (t, J=2 Hz, 1 H), 7.79 (d, J=8 Hz, 2 H), 7.56 (d, J=8 Hz, 2 H), 6.62 (s, 2 H), 3.49 (t, J=6 Hz, 1 H), 3.32 (m, 1 H), 2.52 (m, 1 H), 2.28 (m, 1 H), 2.24 (s, 3 H), 1.9 (m, 3 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05723477 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-305f2a9859fc40c6bc0ea6b940f734ce |
| Quellennotiz | uspto-grants-1998_03 |