HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 4-[5-Bromo-6-(2-methyl-2-morpholin-4-yl-propylamino)-pyridine-3-sulfonyl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-Methyl-2-(morpholin-4-yl)propan-1-amine | HCID 1989641 | — |
| Edukt | 4-(5-Bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester | HCID 21057179 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 4-[5-Bromo-6-(2-methyl-2-morpholin-4-yl-propylamino)-pyridine-3-sulfonyl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester | HCID 69586470 | — |
Reaktionsschritte
The reaction was conducted following the procedure for Example 156: step a, using 4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester (0.050 g, 0.113 mmol), (Example 2: step c), 2-methyl-2-morpholin-4-yl-propylamine (0.023 g, 0.146 mmol), diisopropylethylamine (0.073 g, 0.565 mmol), THF [0.5 mL], DMF [0.5 mL]. Chromatography of the residue (25%–50% EtOAc/Hx) yielded the title compound. 1H-NMR (CDCl3): δ 8.70 (d, 1H, J=2.1 Hz), 8.08 (d, 1H, J=2.1 Hz), 8.02 (s, 1H), 6.82 (t, 1H, J=4.1), 3.90 (s, 3H), 3.76 (t, 4H, J=4.1), 3.37 (d, 2H, J=4.1), 2.64 (s, 3H), 2.57 (t, 4H, J=4.5), 1.59 (s, 3H), 1.13 (s, 6H). ESI-MS (m/z): Calcd. For C20H26BrN3O5S3: 565.54 (M+H); found 564.0, 565.9.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07138530B2 |
| Quelldatensatz | uspto-grants-2006_11 |
| ORD ID | ord-54024eae371a4092b35fae3347804720 |
| Quellennotiz | uspto-grants-2006_11 |