HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethylmorpholine → N-(3-Hydroxypyridine-2-carbonyl)glycine methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethylmorpholine | HCID 7525 | — |
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | 3-Hydroxypicolinic Acid | HCID 13401 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Glycine methyl ester hydrochloride | HCID 122755 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-Hydroxypyridine-2-carbonyl)glycine methyl ester | HCID 15338188 | 70% |
Reaktionsschritte
3-Hydroxypyridine-2-carboxylic acid (6.96 g, 50 mmol), 6.28 g of glycine methyl ester hydrochloride, 6.4 ml of N-ethylmorpholine and 13.53 g of 1-hydroxy-1H-benzotriazole were suspended in 300 ml of anhydrous dichloromethane and a solution of 10.83 g of DCC (=N,N'-dicyclohexylcarbodiimide) in 50 ml of dichloromethane was added to this suspension at 0° C. After 12 hours, the mixture was filtered and the filtrate was washed with water and with a saturated aqueous solution of NaHCO3. Drying and concentrating yielded 7.33 g (70%) of N-(3-Hydroxypyridine-2-carbonyl)glycine methyl ester, m.p. 59°-61° C. (ethyl acetate/heptane), cf. example 1c) as well.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05620995 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-999d4d543ba14997a65a392974d28294 |
| Quellennotiz | uspto-grants-1997_04 |