HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Isopropylethanediol → 6-Chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Isopropylethanediol | HCID 7996 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2,6-Dichloro-5-cyclopropylnicotinamide | HCID 86661719 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-Chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinamide | HCID 86661730 | 31% |
Reaktionsschritte
To a mixture of 2,6-dichloro-5-cyclopropylnicotinamide (450 mg, 1.95 mmol) and 2-isopropoxyethanol (223 mg, 2.14 mmol) in DMF (30 mL) was added and NaH (86 mg, 2.14 mmol) in portions at 0° C. The mixture was stirred at r.t overnight, quenched by water, extracted by EtOAc. The separated organics was dried, concentrated and purified by column chromatography (Petroleum ether:EtOAc=10:1˜1:1) to give 6-chloro-5-cyclopropyl-2-(2-isopropoxyethoxy)nicotinamide (180 mg, 31%). 1H-NMR (400 MHz, CDCl3) δ (ppm) 8.08 (s, 1H), 7.93 (s, 1H), 5.85 (s, 1H), 4.60 (m, 2H), 3.78 (m, 2H), 3.66 (m, 1H), 2.05 (m, 1H), 1.18 (d, J=6.0, 6H), 1.02 (m, 2H), 0.71 (m, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09145429B2 |
| Quelldatensatz | uspto-grants-2015_09 |
| ORD ID | ord-d0ef4e0210774f46a6bcdc54cf7bfa81 |
| Quellennotiz | uspto-grants-2015_09 |