HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,3,4-Thiadiazol-2-amine → 5,6-dimethyl-N2-(pyridin-2-ylmethyl)-N4-(1,3,4-thiadiazol-2-yl)pyrimidine-2,4-diamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,3,4-Thiadiazol-2-amine | HCID 19909 | — |
| Edukt | N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine | HCID 71738410 | — |
| Produkt | 5,6-dimethyl-N2-(pyridin-2-ylmethyl)-N4-(1,3,4-thiadiazol-2-yl)pyrimidine-2,4-diamine | HCID 71738983 | — |
Reaktionsschritte
The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using 1,3,4-thiadiazol-2-amine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 2.10 (s, 3H), 2.25 (s, 3H), 4.68 (d, J=2.0 Hz, 2H), 7.18-7.51 (m, 3H), 7.70 (t, J=7.8 Hz, 1H), 8.50 (s, 1H), 9.01 (s, 1H), 10.93 (bs, 1H); MS (ESI) m/z 314.1 (M+1)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447051B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-5277dbfa338241d8b46bf49c76b3d205 |
| Quellennotiz | uspto-grants-2016_09 |