Reaktion #1568266

Reaktionsgleichung

1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester

3-amino-2,2-dimethyl-propionic acid

NaOMe MeOH

→

title compound

Ausbeute 51.0%

3-[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid

Ausbeute 51.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas microwaved at 120° C. for 40 min
2. 2
   SonstigeReaction mixture
3. 3
   Einengenwas concentrated
4. 4
   workup.DISSOLUTIONthe residue was dissolved in water (70 mL)
5. 5
   SonstigePrecipitate was collected
6. 6
   Waschenrinsed with water
7. 7
   Sonstigedried
8. 8
   SonstigeCrude product was triturated with MeOH (2 mL)
9. 9
   Sonstigesolid was collected
10. 10
    Sonstigedried

Vorschrift

A mixture of 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (82 mg, 0.26 mmol) and 3-amino-2,2-dimethyl-propionic acid (90 mg, 0.77 mmol) (ChemBridge) in 0.5 M NaOMe/MeOH (1.0 mL, 0.5 mmol) was microwaved at 120° C. for 40 min. Reaction mixture was concentrated and the residue was dissolved in water (70 mL). It was acidified by 1 N HCl to pH=3-4. Precipitate was collected, rinsed with water and dried. Crude product was triturated with MeOH (2 mL). solid was collected and dried to provide the title compound 54.4 mg (0.13 mmol) in 51% yield. LC-MS ESI−: 404.03 (M−1)−.

Quelle