HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Piperidine → Methyl 6-(piperidin-1-ylmethyl)nicotinate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | Methyl 6-formylpyridine-3-carboxylate | HCID 586269 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Sodium Hydroxide | HCID 14798 | — |
| Produkt | Ammonia | HCID 222 | 1% |
| Produkt | Methyl 6-(piperidin-1-ylmethyl)nicotinate | HCID 44515770 | 148,2% |
Reaktionsschritte
To a solution of 6-formyl-nicotinic acid methyl ester (0.200 g, 1.21 mmol) and piperidine (0.14 mL, 1.33 mmol) in DCM (15 mL) was added NaB(OAc)3H (0.380 g, 1.80 mmol). After 18 h, the reaction was diluted with 1 N NaOH (10 mL) and extracted with DCM (2×50 mL). The organic layers were combined, dried (Na2SO4), and concentrated. Chromatography of the residue (SiO2; 1-3% 2 M NH3 in MeOH/DCM) gave the title compound as an oil (0.210 g, 74%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07423147B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-0f2d767c6c3c4174915665f9ecb1aee8 |
| Quellennotiz | uspto-grants-2008_09 |