HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Beta-Alanine → 3-[(4-Hydroxy-1-methyl-7 phenoxy-isoquinoline-3-carbonyl)-amino]-propionic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Beta-Alanine | HCID 239 | — |
| Edukt | Sodium methanolate methanol | HCID 23694274 | — |
| Edukt | 3-Isoquinolinecarboxylic acid, 4-hydroxy-1-methyl-7-phenoxy-, methyl ester | HCID 71244895 | — |
| Produkt | 3-[(4-Hydroxy-1-methyl-7 phenoxy-isoquinoline-3-carbonyl)-amino]-propionic acid | HCID 89812855 | 82,1% |
Reaktionsschritte
A mixture of 4-hydroxy-1-methyl-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (120 mg, 0.39 mmol) and beta-alanine (242 mg, 2.72 mmol) in 0.5 M NaOMe/MeOH solution (4.5 mL, 2.25 mmol) was microwaved at 120° C. for 30 min. Reaction mixture was concentrated and dissolved in water (100 mL). It was acidified by 1 N HCl to pH=3-4. Gummy precipitate was collected by filtration and dissolved in EtOAc. It was dried over MgSO4, filtered and concentrated to provide the title compound 116 mg (0.32 mmol) in 81% yield. LC-MS ESI−: 365.16 (M−1)−.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09409892B2 |
| Quelldatensatz | uspto-grants-2016_08 |
| ORD ID | ord-a8b543e6e47b4103b198a565651bca07 |
| Quellennotiz | uspto-grants-2016_08 |