Hydrochloric Acid → Methyl 2-amino-5-fluoroisonicotinate
Reaktionsgleichung
C(OC([NH:8][C:9]1[CH:10]=[C:11]([C:16]([F:19])=[CH:17][N:18]=1)[C:12]([O:14][CH3:15])=[O:13])=O)(C)(C)C.Cl>>[NH2:8][C:9]1[CH:10]=[C:11]([C:16]([F:19])=[CH:17][N:18]=1)[C:12]([O:14][CH3:15])=[O:13]Komponenten
3
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
A mixture of methyl 2-(tert-butoxycarbonylamino)-5-fluoroisonicotinate (1.80 g, 6.66 mmol) and hydrochloric acid (6N in ether, 40 ml, 240 mmol) is stirred for 20 hours at 25° C. The solvent is evaporated and the light brown slurry is diluted with ethyl acetate, cooled to 0° C. and adjusted to pH 8 with sat. aqueous sodium carbonate solution. The organic layer is washed with brine, dried with magnesium sulfate and the solvent is removed under reduced pressure affording methyl 2-amino-5-fluoroisonicotinate (932 mg, 82.2%) as a brown waxy solid. MS: m/z=171.0 (M+H+).