HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594007Generated: November 3, 2026
Diethyl Ether → 2-{4-[(Tert-butoxy)carbonyl]piperazin-1-yl}-1,3-thiazole-5-carboxylic acid
https://huagongshe.com/reaction/1594007
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Tert-butyl 4-(5-ethoxycarbonylthiazol-2-yl)piperazine-1-carboxylate | HCID 58539915 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-{4-[(Tert-butoxy)carbonyl]piperazin-1-yl}-1,3-thiazole-5-carboxylic acid | HCID 67294012 | 56.4% |
Reaction Steps
5.33 g (15.6 mmol) of tert-butyl 4-(5-ethoxycarbonylthiazol-2-yl)piperazine-1-carboxylate [Precursor BBB60] were dissolved in ethanol together with 0.96 g (17.1 mmol) of KOH (100 ml) and stirred at 40° C. 4 h. The resulting precipitate was filtered off and dissolved in water. After this, the solution was adjusted to a pH<2 with 10% strength hydrochloric acid and extracted with chloroform. The organic phase was washed with water and a satd aq. NaCl soln and dried over MgSO4. After filtration and concentration in vacuo, 2.77 g (8.8 mmol, 56%) of tert-butyl 4-(5-carboxythiazol-2-yl)piperazine-1-carboxylate were obtained from the residue by recrystallization from diethyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07300939B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-d1caa58a5b314b2aab56dca661f228d2 |
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| Source note | uspto-grants-2007_11 |
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