HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → 4-Methoxy-3-methyl-2-[(5-methyl-pyridine-2-carbonyl)-amino]-benzoic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | 5-Methylpicolinic acid | HCID 199575 | — |
| Edukt | Methyl 2-amino-4-methoxy-3-methylbenzoate | HCID 59165444 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-Methoxy-3-methyl-2-[(5-methyl-pyridine-2-carbonyl)-amino]-benzoic acid methyl ester | HCID 57687224 | 65,2% |
Reaktionsschritte
2-Amino-4-methoxy-3-methyl-benzoic acid methyl ester (400 mg, 2 mmol) and 5-methyl-pyridine-2-carboxylic acid (280 mmol, 2 mmol) where dissolved in dichloro-methane (8 ml) and pyridine (1 ml). Phosphorous oxychloride (0.37 ml) was added while cooling on ice-bath. The mixture was left at 0° C. for 1 h then allowed to attain room temperature. Aqueous sodium hydroxide (20 ml, 1M) was added and the mixture were extracted with dichloromethane. Purification by column chromatography on silica gel (ether-pentane 1:1) gave pure title compound (410 mg, 65%). MS (M−H)+ 315.1
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07659245B2 |
| Quelldatensatz | uspto-grants-2010_02 |
| ORD ID | ord-b88460349c4342418e3e686e5aa8d14c |
| Quellennotiz | uspto-grants-2010_02 |