Phosphorus oxychloride → 1-Chloro-7-fluoro-5-methoxyisoquinoline
Reaktionsgleichung
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2O)=[C:4]([O:13][CH3:14])[CH:3]=1.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:9]1[C:10]2[C:5](=[C:4]([O:13][CH3:14])[CH:3]=[C:2]([F:1])[CH:11]=2)[CH:6]=[CH:7][N:8]=1Komponenten
3
Versuchsvorschrift
A solution of 7-fluoro-5-methoxyisoquinolin-1-ol (383 mg, 1.983 mmol) in POCl3 (2772 μl, 29.7 mmol) was refluxed (90° C.) for 4 h. The reaction mixture was concentrated. The residue was dissolved in DCM and the pH was adjusted to 7 with 4N NaOH. The organic phase was collected and dried over sodium sulfate, filtered, then concentrated under vacuum to give 1-chloro-7-fluoro-5-methoxyisoquinoline (399 mg, 95% yield).
Aufarbeitung
- concentrationThe reaction mixture was concentrated
- dissolutionThe residue was dissolved in DCM
- customThe organic phase was collected
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated under vacuum
Quellen und Nachweise
- ORD-Eintrag
- ord-4ee6c1ae65fa4e989a96ef2946588207
- Quelldatensatz
- uspto-grants-2015_02
- Patentnummer
- US08957203B2
Notizen zur Reaktion
Wird geladen…