Process for the reduction of (S)-2-amino-6-propionamido-4,5,6,7-tetrahydrobenzo-thiazole
OwnerIrina Gribun, Ada Salman +5inventors
InventorsIrina Gribun, Ada Salman, Meital Shiffer, Moty Shookrun, Michael Brand, Oded Arad, Joseph Kaspi
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Abstract
A process is disclosed for the reduction of (S)-2-amino-6-propionamido-4,5,6,7-tetrahydrobenzothiazole, which comprises reacting (S)-2-amino-6-propionamido-4,5,6,7-tetrahydrobenzothiazole with a borane reagent in the presence of suitable organic solvent to yield (S)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole base, which may be converted to an acid addition salt thereof. The process provided herein can be easily, conveniently and inexpensively scaled-up.
Claims18
An improved process for the reduction of (S)-2-amino-6-propionamido-4,5,6,7-tetrahydrobenzothiazole which avoids using borane tetrahydrofuran complex, the process comprising:
- a. reacting (S)-2-amino-6-propionamido-4,5,6,7-tetrahydrobenzothiazole, a compound of formula 2, with a convenient borane reagent in the presence of suitable organic solvent to thereby obtain (S)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzo-thiazole base;
- b. isolating the (S)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole as a free base or as an acid addition salt thereof;
- and
- c. optionally purifying the pramipexole acid addition salt.
Dependencies are inferred from the claim text.