HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526728Generated: October 30, 2026
Hydrochloric Acid → Zamicastat hydrochloride
https://huagongshe.com/reaction/526728
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-((3R)-6,8-Difluoro-3,4-dihydro-2H-1-benzopyran-3-yl)-1,3-dihydro-5-(2-((phenylmethyl)amino)ethyl)-2H-imidazole-2-thione | HCID 25052630 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Zamicastat hydrochloride | HCID 25156755 | 94% |
Reaction Steps
To a suspension of (R)-5-(2-(benzylamino)ethyl)-1-(6,8-difluorochroman-3-yl)-1H-imidazole-2(3H)-thione (2 g, 4.98 mmol) in methanol (MeOH) (30 ml) was added 1.5M hydrochloric acid (3.32 ml, 4.98 mmol) in MeOH to give a clear solution. To the solution Toluene (30.0 ml) was added, MeOH (30 ml) was removed on a rotavap followed by addition of toluene (20 ml). The mixture was aged with stirring for 1 hours at 0-5° C., the precipitate collected, washed with toluene (10 ml), dried in vacuum at 50° C. to give 2.05 g (94%) of purified (R)-5-(2-(benzylamino)ethyl)-1-(6,8-difluorochroman-3-yl)-1H-imidazole-2(3H)-thione hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346751B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-2898f912a8ff4db5ba21eb52478c4128 |
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| Source note | uspto-grants-2016_05 |
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