HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl piperazine-1-carboxylate → (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Reactant | (2S)-1-(2-methylbenzothiazol-5-yloxy)butan-2-ol | HCID 69622255 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Potassium Carbonate | HCID 11430 | — |
| Product | (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol | HCID 58595334 | — |
Reaction Steps
A solution of (2S)-1-(2-methylbenzothiazol-5-yloxy)butan-2-ol, tert butyl piperazinecarboxylate, a compound of formula (5) (2.0 g, 4.9 mmol), and 25% trifluoroacetic acid/methylene chloride (20 ml) was allowed- to stir at room temperature overnight. The solvent was evaporated (in vacuo) to yield an oil. The oil was diluted with acetone (20 ml) and solid potassium carbonate was added until the foaming stopped. The resulting mixture was allowed to stir overnight. The solution was filtered through Celite 512, and the filtrate was evaporated (in vacuo), to yield an oil. The oil was placed under high vacuum overnight, to yield (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol, as a clear viscous oil (3.4 g. 6.3 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07001909B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-ae629f88f1d64d689a9a55ca7f320969 |
| Source note | uspto-grants-2006_02 |