HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-3-pyrrolidin-3-yl-4H-[1,2,4]thiadiazol-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (R)-3-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 136383467 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-3-pyrrolidin-3-yl-4H-[1,2,4]thiadiazol-5-one | HCID 136383465 | 83% |
Reaction Steps
(R)-3-(5-Oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (420 mg, 1.55 mmol) was dissolved in methanol (15 mL). 4M HCl in dioxane (0.70 mL, 2.80 mmol) was then added. The solution was stirred overnight. The reaction was concentrated in vacuo. The residue was purified by reverse phase HPLC to afford (R)-3-pyrrolidin-3-yl-4H-[1,2,4]thiadiazol-5-one (220 mg, 1.28 mmol, 83%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552205B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-926a9de67ad74b1491ce8ad56a12db9e |
| Source note | uspto-grants-2013_10 |