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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium HydroxideHCID 14797—
ReactantTert-butyl 4-(5-ethoxycarbonylthiazol-2-yl)piperazine-1-carboxylateHCID 58539915—
SolventEthanolHCID 702—
Product2-{4-[(Tert-butoxy)carbonyl]piperazin-1-yl}-1,3-thiazole-5-carboxylic acidHCID 6729401256.4%

Reaction Conditions

Temperature40 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07300939B2
Source datasetuspto-grants-2007_11
ORD IDord-d1caa58a5b314b2aab56dca661f228d2
Source noteuspto-grants-2007_11